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WO2017073923A1 - Composé et film de conversion de couleur comprenant celui-ci - Google Patents

Composé et film de conversion de couleur comprenant celui-ci Download PDF

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Publication number
WO2017073923A1
WO2017073923A1 PCT/KR2016/011304 KR2016011304W WO2017073923A1 WO 2017073923 A1 WO2017073923 A1 WO 2017073923A1 KR 2016011304 W KR2016011304 W KR 2016011304W WO 2017073923 A1 WO2017073923 A1 WO 2017073923A1
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group
substituted
unsubstituted
formula
compound
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English (en)
Korean (ko)
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이호용
레두이히에유
성지연
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LG Chem Ltd
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LG Chem Ltd
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Priority claimed from KR1020160067503A external-priority patent/KR101968940B1/ko
Application filed by LG Chem Ltd filed Critical LG Chem Ltd
Priority to JP2017564851A priority Critical patent/JP6661872B2/ja
Priority to CN201680041062.4A priority patent/CN107849065B/zh
Priority to US15/738,565 priority patent/US10544166B2/en
Publication of WO2017073923A1 publication Critical patent/WO2017073923A1/fr
Anticipated expiration legal-status Critical
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
    • C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
    • C07D311/06—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 2
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F5/00—Compounds containing elements of Groups 3 or 13 of the Periodic Table
    • C07F5/02—Boron compounds
    • F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
    • F21—LIGHTING
    • F21K—NON-ELECTRIC LIGHT SOURCES USING LUMINESCENCE; LIGHT SOURCES USING ELECTROCHEMILUMINESCENCE; LIGHT SOURCES USING CHARGES OF COMBUSTIBLE MATERIAL; LIGHT SOURCES USING SEMICONDUCTOR DEVICES AS LIGHT-GENERATING ELEMENTS; LIGHT SOURCES NOT OTHERWISE PROVIDED FOR
    • F21K9/00—Light sources using semiconductor devices as light-generating elements, e.g. using light-emitting diodes [LED] or lasers
    • F21K9/60—Optical arrangements integrated in the light source, e.g. for improving the colour rendering index or the light extraction
    • F21K9/64—Optical arrangements integrated in the light source, e.g. for improving the colour rendering index or the light extraction using wavelength conversion means distinct or spaced from the light-generating element, e.g. a remote phosphor layer
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00—Optical elements other than lenses
    • G02B5/20—Filters

Definitions

  • the present specification relates to a novel compound, a color conversion film, a backlight unit, and a display device including the same.
  • LEDs Conventional light emitting diodes
  • LEDs are obtained by mixing a green phosphor and a red phosphor into a blue light emitting diode or by mixing a yellow phosphor and a blue-green phosphor into a UV light emitting light emitting diode.
  • this method is difficult to control the color and thus poor color rendering. Therefore, color reproduction rate falls.
  • the present specification provides a novel compound, a color conversion film, a backlight unit, and a display device including the same.
  • R is a substituted or unsubstituted alkyl group
  • R1 to R6 is represented by the following formula (2), the rest are the same as or different from each other, and each independently represented by the formula (3); Hydrogen; heavy hydrogen; Halogen group; Nitrile group; Nitro group; Hydroxyl group; Carboxy group (-COOH); Ether group; Ester group; Imide group; Amide group; Substituted or unsubstituted alkyl group; A substituted or unsubstituted cycloalkyl group; Substituted or unsubstituted alkoxy group; Substituted or unsubstituted aryloxy group; Substituted or unsubstituted alkylthioxy group; Substituted or unsubstituted arylthioxy group; Substituted or unsubstituted alkyl sulfoxy group; Substituted or unsubstituted aryl sulfoxy group; Substituted or unsubstituted alkenyl group
  • R7 is represented by-(L) r -A
  • A is a group represented by the following formula (3); Hydrogen; heavy hydrogen; Halogen group; Nitrile group; Nitro group; Hydroxyl group; Carboxy group (-COOH); Ether group; Ester group; Imide group; Amide group; Substituted or unsubstituted alkyl group; A substituted or unsubstituted cycloalkyl group; Substituted or unsubstituted alkoxy group; Substituted or unsubstituted aryloxy group; Substituted or unsubstituted alkylthioxy group; Substituted or unsubstituted arylthioxy group; Substituted or unsubstituted alkyl sulfoxy group; Substituted or unsubstituted aryl sulfoxy group; Substituted or unsubstituted alkenyl group; Substituted or unsubstituted silyl group; Substituted or un
  • r is an integer from 1 to 10
  • L1 is represented by any one of the following Chemical Formulas 4 to 6,
  • Ar1 is represented by the following formula (3),
  • n 1 to 5
  • n is an integer from 1 to 3
  • any one of Q1 to Q6 is a site which is bonded to L2 of Formula 2 or a site which is bonded to any one of R1 to R7 of Formula 1, and the others are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Nitrile group; Nitro group; Hydroxyl group; Carboxy group (-COOH); Ether group; Ester group; Imide group; Amide group; Substituted or unsubstituted alkyl group; A substituted or unsubstituted cycloalkyl group; Substituted or unsubstituted alkoxy group; Substituted or unsubstituted aryloxy group; Substituted or unsubstituted alkylthioxy group; Substituted or unsubstituted arylthioxy group; Substituted or unsubstituted alkyl sulfoxy group; Substituted or unsubstituted aryl sulf
  • M 1 is hydrogen; heavy hydrogen; Halogen group; Nitrile group; Nitro group; Hydroxyl group; Carboxy group (-COOH); Ether group; Ester group; Imide group; Amide group; Substituted or unsubstituted alkyl group; A substituted or unsubstituted cycloalkyl group; Substituted or unsubstituted alkoxy group; Substituted or unsubstituted aryloxy group; Substituted or unsubstituted alkylthioxy group; Substituted or unsubstituted arylthioxy group; Substituted or unsubstituted alkyl sulfoxy group; Substituted or unsubstituted aryl sulfoxy group; Substituted or unsubstituted alkenyl group; Substituted or unsubstituted silyl group; Substituted or unsubstituted boron group;
  • the resin matrix provides a color conversion film comprising a compound represented by the formula (1) dispersed in the resin matrix.
  • a backlight unit including the color conversion film is provided.
  • a display device including the backlight unit is provided.
  • the metal complex according to the exemplary embodiment of the present specification that is, the compound represented by Chemical Formula 1 is not only high in fluorescence efficiency, but also stable to water and oxygen, and lower in production cost than quantum dots. Therefore, by using the compound represented by Formula 1 described herein as a fluorescent material of the color conversion film, it is possible to provide a color conversion film having excellent brightness and color reproducibility, a simple manufacturing process, and a low manufacturing cost.
  • FIG. 1 is a schematic diagram applying a color conversion film according to an exemplary embodiment of the present disclosure to a backlight.
  • FIG. 2 is a diagram showing a luminance spectrum of Compound 1-1.
  • 3 is a diagram showing a luminance spectrum of Compound 1-23.
  • 4 is a diagram showing a luminance spectrum of Compound 1-25.
  • 5 is a diagram showing a luminance spectrum of Compound 1-71.
  • FIG. 6 is a diagram showing a luminance spectrum of Compound 1-79.
  • FIG. 7 is a diagram showing a luminance spectrum of Compound 1-80.
  • FIG. 9 is a diagram showing a luminance spectrum of Compound 1-83.
  • FIG. 10 is a diagram showing a luminance spectrum of Compound 1-84.
  • Color conversion film according to an embodiment of the present disclosure provides a compound represented by the formula (1).
  • substituted means that a hydrogen atom bonded to a carbon atom of the compound is replaced with another substituent, and the position to be substituted is not limited to a position where the hydrogen atom is substituted, that is, a position where a substituent can be substituted, if two or more substituted , Two or more substituents may be the same or different from each other.
  • substituted or unsubstituted is deuterium; Halogen group; Nitrile group; Nitro group; Imide group; Amide group; Carbonyl group; Ester group; Ether group; Hydroxyl group; Substituted or unsubstituted coumarin group; Substituted or unsubstituted alkyl group; A substituted or unsubstituted cycloalkyl group; Substituted or unsubstituted alkoxy group; Substituted or unsubstituted aryloxy group; Substituted or unsubstituted alkylthioxy group; Substituted or unsubstituted arylthioxy group; Substituted or unsubstituted alkyl sulfoxy group; Substituted or unsubstituted aryl sulfoxy group; Substituted or unsubstituted alkenyl group; Substitute
  • a substituent to which two or more substituents are linked may be a biphenyl group. That is, the biphenyl group may be an aryl group or may be interpreted as a substituent to which two phenyl groups are linked.
  • the halogen group may be fluorine, chlorine, bromine or iodine.
  • carbon number of an imide group is not specifically limited, It is preferable that it is C1-C30. Specifically, it may be a compound having a structure as follows, but is not limited thereto.
  • the amide group may be substituted with nitrogen of the amide group is hydrogen, a linear, branched or cyclic alkyl group having 1 to 30 carbon atoms or an aryl group having 6 to 30 carbon atoms. Specifically, it may be a compound of the following structural formula, but is not limited thereto.
  • carbon number of a carbonyl group in this specification is not specifically limited, It is preferable that it is C1-C30. Specifically, it may be a compound having a structure as follows, but is not limited thereto.
  • the ester group may be substituted with oxygen of the ester group having a linear, branched or cyclic alkyl group having 1 to 25 carbon atoms or an aryl group having 6 to 30 carbon atoms.
  • it may be a compound of the following structural formula, but is not limited thereto.
  • the ether group may be substituted with oxygen of the ether group having a linear, branched or cyclic alkyl group having 1 to 25 carbon atoms or an aryl group having 6 to 30 carbon atoms.
  • it may be a compound of the following structural formula, but is not limited thereto.
  • the coumarin group is a carbon group of the coumarin group is a halogen group, a nitrile group, a linear, branched or cyclic alkyl group having 1 to 25 carbon atoms; Amine groups; Linear or branched alkoxy groups having 1 to 25 carbon atoms; Or an aryl group having 6 to 30 carbon atoms.
  • it may be a compound of the following structural formula, but is not limited thereto.
  • the alkyl group may be linear or branched chain, carbon number is not particularly limited, but is preferably 1 to 30.
  • Specific examples include methyl, ethyl, propyl, n-propyl, isopropyl, butyl, n-butyl, isobutyl, tert-butyl, sec-butyl, 1-methyl-butyl, 1-ethyl-butyl, pentyl, n-pentyl , Isopentyl, neopentyl, tert-pentyl, hexyl, n-hexyl, 1-methylpentyl, 2-methylpentyl, 4-methyl-2-pentyl, 3,3-dimethylbutyl, 2-ethylbutyl, heptyl, n -Heptyl, 1-methylhexyl, cyclopentylmethyl, cyclohexylmethyl, octyl, n-o
  • the cycloalkyl group is not particularly limited, but preferably has 3 to 30 carbon atoms, specifically, cyclopropyl, cyclobutyl, cyclopentyl, 3-methylcyclopentyl, 2,3-dimethylcyclopentyl, cyclohexyl, 3-methylcyclohexyl, 4-methylcyclohexyl, 2,3-dimethylcyclohexyl, 3,4,5-trimethylcyclohexyl, 4-tert-butylcyclohexyl, cycloheptyl, cyclooctyl, and the like, but are not limited thereto. It is not.
  • the alkoxy group may be linear, branched or cyclic. Although carbon number of an alkoxy group is not specifically limited, It is preferable that it is C1-C30. Specifically, methoxy, ethoxy, n-propoxy, isopropoxy, i-propyloxy, n-butoxy, isobutoxy, tert-butoxy, sec-butoxy, n-pentyloxy, neopentyloxy, Isopentyloxy, n-hexyloxy, 3,3-dimethylbutyloxy, 2-ethylbutyloxy, n-octyloxy, n-nonyloxy, n-decyloxy, benzyloxy, p-methylbenzyloxy and the like It may be, but is not limited thereto.
  • the amine group is -NH 2 ; Monoalkylamine groups; Dialkylamine groups; N-alkylarylamine group; Monoarylamine group; Diarylamine group; N-aryl heteroaryl amine group; It may be selected from the group consisting of N-alkylheteroarylamine group, monoheteroarylamine group and diheteroarylamine group, carbon number is not particularly limited, but is preferably 1 to 30.
  • amine group examples include methylamine group, dimethylamine group, ethylamine group, diethylamine group, phenylamine group, naphthylamine group, biphenylamine group, anthracenylamine group, and 9-methyl-anthracenylamine group.
  • Diphenylamine group ditolylamine group, N-phenyltolylamine group, triphenylamine group, N-phenylbiphenylamine group; N-phenylnaphthylamine group; N-biphenyl naphthylamine group; N-naphthylfluorenylamine group; N-phenylphenanthrenylamine group; N-biphenylphenanthrenylamine group; N-phenyl fluorenyl amine group; N-phenylterphenylamine group; N-phenanthrenyl fluorenyl amine group; N-biphenyl fluorenyl amine group and the like, but is not limited thereto.
  • the N-alkylarylamine group means an amine group in which an alkyl group and an aryl group are substituted for N of the amine group.
  • the N-arylheteroarylamine group means an amine group in which an aryl group and a heteroaryl group are substituted for N in the amine group.
  • the N-alkylheteroarylamine group means an amine group in which an alkyl group and a heteroarylamine group are substituted for N of the amine group.
  • the alkyl group in the alkylamine group, the N-alkylarylamine group, the alkylthioxy group, the alkyl sulfoxy group, and the N-alkylheteroarylamine group is the same as the example of the alkyl group described above.
  • the alkyl thioxy group includes a methyl thioxy group, an ethyl thioxy group, a tert-butyl thioxy group, a hexyl thioxy group, an octyl thioxy group
  • the alkyl sulfoxy group includes mesyl, ethyl sulfoxy, propyl sulfoxy, and butyl sulfoxy groups. Etc., but is not limited thereto.
  • the alkenyl group may be linear or branched chain, carbon number is not particularly limited, but is preferably 2 to 30.
  • Specific examples include vinyl, 1-propenyl, isopropenyl, 1-butenyl, 2-butenyl, 3-butenyl, 1-pentenyl, 2-pentenyl, 3-pentenyl, 3-methyl-1- Butenyl, 1,3-butadienyl, allyl, 1-phenylvinyl-1-yl, 2-phenylvinyl-1-yl, 2,2-diphenylvinyl-1-yl, 2-phenyl-2- ( Naphthyl-1-yl) vinyl-1-yl, 2,2-bis (diphenyl-1-yl) vinyl-1-yl, stilbenyl group, styrenyl group, and the like, but are not limited thereto.
  • the silyl group includes trimethylsilyl group, triethylsilyl group, t-butyldimethylsilyl group, vinyldimethylsilyl group, propyldimethylsilyl group, triphenylsilyl group, diphenylsilyl group, phenylsilyl group, and the like.
  • the present invention is not limited thereto.
  • the boron group may be -BR 100 R 101 , wherein R 100 and R 101 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Nitrile group; A substituted or unsubstituted monocyclic or polycyclic cycloalkyl group having 3 to 30 carbon atoms; A substituted or unsubstituted linear or branched alkyl group having 1 to 30 carbon atoms; Substituted or unsubstituted monocyclic or polycyclic aryl group having 6 to 30 carbon atoms; And it may be selected from the group consisting of a substituted or unsubstituted monocyclic or polycyclic heteroaryl group having 2 to 30 carbon atoms.
  • phosphine oxide groups include, but are not limited to, diphenylphosphine oxide group, dinaphthylphosphine oxide, and the like.
  • the aryl group is not particularly limited, but preferably has 6 to 30 carbon atoms, and the aryl group may be monocyclic or polycyclic.
  • the aryl group is a monocyclic aryl group
  • carbon number is not particularly limited, but is preferably 6 to 30 carbon atoms.
  • the monocyclic aryl group may be a phenyl group, a biphenyl group, a terphenyl group, etc., but is not limited thereto.
  • Carbon number is not particularly limited when the aryl group is a polycyclic aryl group. It is preferable that it is C10-30.
  • the polycyclic aryl group may be naphthyl group, anthracenyl group, phenanthryl group, triphenyl group, pyrenyl group, perrylenyl group, chrysenyl group, fluorenyl group, etc., but is not limited thereto.
  • the fluorenyl group may be substituted, and adjacent groups may combine with each other to form a ring.
  • adjacent means a substituent substituted on an atom directly connected to an atom to which the substituent is substituted, a substituent positioned closest to the substituent, or another substituent substituted on an atom to which the substituent is substituted.
  • two substituents substituted at the ortho position in the benzene ring and two substituents substituted at the same carbon in the aliphatic ring may be interpreted as "adjacent" groups.
  • the aryl group in the aryloxy group, arylthioxy group, aryl sulfoxy group, N-arylalkylamine group, N-arylheteroarylamine group, and arylphosphine group is the same as the examples of the aryl group described above.
  • the aryloxy group may be a phenoxy group, p-tolyloxy group, m-tolyloxy group, 3,5-dimethyl-phenoxy group, 2,4,6-trimethylphenoxy group, p-tert-butylphenoxy group, 3- Biphenyloxy group, 4-biphenyloxy group, 1-naphthyloxy group, 2-naphthyloxy group, 4-methyl-1-naphthyloxy group, 5-methyl-2-naphthyloxy group, 1-anthryloxy group , 2-anthryloxy group, 9-anthryloxy group, 1-phenanthryloxy group, 3-phenanthryloxy group, 9-phenanthryloxy group, and the like.
  • arylthioxy group examples include a phenylthioxy group and 2- The methylphenyl thioxy group, 4-tert- butylphenyl thioxy group, etc. are mentioned,
  • An aryl sulfoxy group includes a benzene sulfoxy group, p-toluene sulfoxy group, etc., but is not limited to this.
  • examples of the arylamine group include a substituted or unsubstituted monoarylamine group, a substituted or unsubstituted diarylamine group, or a substituted or unsubstituted triarylamine group.
  • the aryl group in the arylamine group may be a monocyclic aryl group, may be a polycyclic aryl group.
  • the arylamine group including two or more aryl groups may simultaneously include a monocyclic aryl group, a polycyclic aryl group, or a monocyclic aryl group and a polycyclic aryl group.
  • the aryl group in the arylamine group may be selected from the examples of the aryl group described above.
  • the heteroaryl group includes one or more atoms other than carbon and heteroatoms, and specifically, the heteroatoms may include one or more atoms selected from the group consisting of O, N, Se, and S, and the like. Although carbon number is not particularly limited, it is preferably 2 to 30 carbon atoms, the heteroaryl group may be monocyclic or polycyclic.
  • heterocyclic group examples include thiophene group, furanyl group, pyrrole group, imidazolyl group, thiazolyl group, oxazolyl group, oxadiazolyl group, pyridyl group, bipyridyl group, pyrimidyl group, triazinyl group, tria Zolyl group, acridil group, pyridazinyl group, pyrazinyl group, quinolinyl group, quinazolinyl group, quinoxalinyl group, phthalazinyl group, pyrido pyrimidyl group, pyrido pyrazinyl group, pyrazino pyrazinyl group , Isoquinolinyl group, indolyl group, carbazolyl group, benzoxazolyl group, benzimidazolyl group, benzothiazolyl group, benzocarbazolyl group, benzothiophene
  • examples of the heteroarylamine group include a substituted or unsubstituted monoheteroarylamine group, a substituted or unsubstituted diheteroarylamine group, or a substituted or unsubstituted triheteroarylamine group.
  • the heteroarylamine group including two or more heteroaryl groups may simultaneously include a monocyclic heteroaryl group, a polycyclic heteroaryl group, or a monocyclic heteroaryl group and a polycyclic heteroaryl group.
  • the heteroaryl group in the heteroarylamine group may be selected from the examples of the heteroaryl group described above.
  • heteroaryl group in the N-arylheteroarylamine group and the N-alkylheteroarylamine group are the same as the examples of the heteroaryl group described above.
  • a “ring” means a substituted or unsubstituted hydrocarbon ring; Or a substituted or unsubstituted hetero ring.
  • the hydrocarbon ring may be an aromatic, aliphatic or a condensed ring of aromatic and aliphatic, and may be selected from examples of the cycloalkyl group or aryl group except for the above-mentioned monovalent one.
  • the aromatic ring may be monocyclic or polycyclic, and may be selected from examples of the aryl group except that it is not monovalent.
  • the heterocycle includes one or more atoms other than carbon and heteroatoms, and specifically, the heteroatoms may include one or more atoms selected from the group consisting of O, N, Se, and S, and the like.
  • the heterocycle may be monocyclic or polycyclic, may be aromatic, aliphatic or a condensed ring of aromatic and aliphatic, and may be selected from examples of the heteroaryl group except that it is not monovalent.
  • At least one of R2 and R5 is represented by the formula (2).
  • R2 is represented by the formula (2).
  • R5 is represented by the formula (2).
  • R2 and R5 are represented by the formula (2).
  • Formula 1 is represented by the following formula 1-1 or 1-2.
  • Q11 and Q12 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Nitrile group; Nitro group; Hydroxyl group; Carboxy group (-COOH); Ether group; Ester group; Imide group; Amide group; Substituted or unsubstituted alkyl group; A substituted or unsubstituted cycloalkyl group; Substituted or unsubstituted alkoxy group; Substituted or unsubstituted aryloxy group; Substituted or unsubstituted alkylthioxy group; Substituted or unsubstituted arylthioxy group; Substituted or unsubstituted alkyl sulfoxy group; Substituted or unsubstituted aryl sulfoxy group; Substituted or unsubstituted alkenyl group; Substituted or unsubstituted silyl group; Substi
  • L11 is represented by any one of Formulas 4 to 6,
  • q11, q12 and m1 are each an integer of 1 to 5
  • n1 is an integer of 1 to 3
  • Chemical Formula 1 is represented by any one of the following Chemical Formulas 1-3 to 1-8.
  • Q11 and Q12 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Nitrile group; Nitro group; Hydroxyl group; Carboxy group (-COOH); Ether group; Ester group; Imide group; Amide group; Substituted or unsubstituted alkyl group; A substituted or unsubstituted cycloalkyl group; Substituted or unsubstituted alkoxy group; Substituted or unsubstituted aryloxy group; Substituted or unsubstituted alkylthioxy group; Substituted or unsubstituted arylthioxy group; Substituted or unsubstituted alkyl sulfoxy group; Substituted or unsubstituted aryl sulfoxy group; Substituted or unsubstituted alkenyl group; Substituted or unsubstituted silyl group; Substi
  • L11 is represented by any one of Formulas 4 to 6,
  • q11, q12 and m1 are each an integer of 1 to 5
  • n1 is an integer of 1 to 3
  • R is a substituted or unsubstituted alkyl group.
  • R is an alkyl group unsubstituted or substituted with a halogen group.
  • R is a methyl group unsubstituted or substituted with a halogen group.
  • L is a direct bond; -O-; Alkylene group; Arylene group; Or a heteroarylene group.
  • L is a direct bond; -O-; Methylene group; Ethylene group; n-propylene group; n-butylene group; Phenylene group; Biphenylylene group; Terphenylene group or triazolylene group.
  • A is a halogen group; Nitrile group; Ester group; Carboxy group (-COOH); An alkyl group unsubstituted or substituted with a halogen group; An alkoxy group; Or a group represented by the formula (3).
  • A is fluorine; Nitrile group; Alkyl ester group; Carboxy group (-COOH); Fluorine-substituted or unsubstituted alkyl groups; An alkoxy group; Or a group represented by the formula (3).
  • A is fluorine; Nitrile group; Methyl ester group; Carboxy group (-COOH); Methyl group unsubstituted or substituted with fluorine; t-butyl group; Methoxy group; Hexyloxy group, coumarin group; Or a coumarin group substituted with a methyl group substituted with fluorine.
  • At least one of R1 to R6 is represented by the formula (2), the rest are the same as or different from each other, and each independently hydrogen;
  • R1 to R6 is represented by the formula (2), the rest are the same as or different from each other, and each independently hydrogen;
  • Substituted or unsubstituted phenyl group Naphthyl group; Pyrenyl group; Fluorenyl groups substituted with alkyl groups; Carbazolyl group unsubstituted or substituted with an aryl group; Dibenzofuran group; Or a coumarin group unsubstituted
  • R1 to R6 is represented by the formula (2), the rest are the same as or different from each other, and each independently hydrogen; A methyl group unsubstituted or substituted with a halogen group; At least one selected from the group consisting of a halogen group, an alkyl group substituted with an aryl group, an alkyl group substituted or unsubstituted with a halogen group, a group represented by the formula (3), an alkoxy group, an aryl group, and a heteroaryl group unsubstituted or substituted with an aryl group Substituted or unsubstituted phenyl group; Naphthyl group; Pyrenyl group; Fluorenyl groups substituted with alkyl groups; Carbazolyl group unsubstituted or substituted with an aryl group; Dibenzofuran group; Or a coumarin group unsubstituted or
  • R1 to R6 is represented by the formula (2), the rest are the same as or different from each other, and each independently hydrogen; Methyl group unsubstituted or substituted with fluorine; A phenyl group unsubstituted or substituted with one or more selected from the group consisting of fluorine, t-butyl group, methyl group substituted with phenyl group, methyl group substituted with fluorine, methoxy group, triazinyl group substituted with phenyl group and coumarin group; Naphthyl group; Pyrenyl group; Fluorenyl group substituted with a methyl group; Carbazolyl group unsubstituted or substituted with a phenyl group; It is a coumarin group unsubstituted or substituted with a dibenzofuran group or a diethylamine group.
  • G1 to G6 are the same as or different from each other, and each independently a direct bond; Or an alkylene group.
  • G1 to G6 are the same as or different from each other, and each independently a direct bond; Methylene group; Or an ethylene group.
  • any one of Q1 to Q6 is a site which is bonded to L2 of the formula (2), or a site which is bonded to any one of R1 to R7 of the formula (1), are the same as or different from each other, and each independently hydrogen; Halogen group; An alkyl group unsubstituted or substituted with a halogen group; Or a dialkylamine group.
  • any one of Q1 to Q6 is a site which is bonded to L2 of the formula (2), or a site which is bonded to any one of R1 to R7 of the formula (1), are the same as or different from each other, and each independently hydrogen; Halogen group; A methyl group unsubstituted or substituted with a halogen group; Ethyl group; Methoxy group; Or a diethylamine group.
  • any one of Q1 to Q6 is a site which is bonded to L2 of the formula (2), or a site which is bonded to any one of R1 to R7 of the formula (1), are the same as or different from each other, and each independently hydrogen; Goat; Methyl group unsubstituted or substituted with fluorine; Ethyl group; Methoxy group; Or a diethylamine group.
  • any one of Q1 to Q6 is a site which is bonded to L2 of the formula (2), or a site which is bonded to any one of R1 to R7 of the formula (1), Two or more adjacent groups thereof combine with each other to form a substituted or unsubstituted heteroring.
  • any one of Q1 to Q6 is a site which is bonded to L2 of the formula (2), or a site which is bonded to any one of R1 to R7 of the formula (1), Two or more adjacent groups thereof combine with each other to form a hexahydroquinolizine ring.
  • Q2, Q3 and Q4 combine with each other to form a hexahydroquinolizine ring.
  • the compound represented by Chemical Formula 1 has a maximum emission peak in a film state within 500 nm to 550 nm. Such compounds emit green light.
  • the compound represented by Chemical Formula 1 has a maximum emission peak in a film state within 500 nm to 550 nm, and a half width of the emission peak is 50 nm or less. In the case of having such a small half width, the color reproduction rate can be further increased. In this case, the smaller the half width of the emission peak of the compound represented by Formula 1 is.
  • the compound represented by Chemical Formula 1 has a maximum emission peak in a film state within 600 nm to 650 nm. Such compounds emit red light.
  • the compound represented by Chemical Formula 1 has a maximum emission peak in a film state within 600 nm to 650 nm, and a half width of the emission peak is 60 nm or less. In the case of having such a small half width, the color reproduction rate can be further increased. At this time, the half width of the emission peak of the compound represented by Formula 1 may be 5 nm or more.
  • the quantum efficiency of the compound represented by Formula 1 is 0.8 or more.
  • the "film state” is not a solution state, but refers to a state prepared in the form of a film by mixing the compound represented by Formula 1 alone or with other components that do not affect the half value width and quantum efficiency. do.
  • the half-value width means the width of the luminescence peak when the maximum luminescence peak of the light emitted from the compound represented by Formula 1 is half the maximum height.
  • the quantum efficiency may be measured using a method known in the art, for example, using an integrating sphere.
  • Formula 1 is selected from the following compounds.
  • the core of the compound represented by Formula 1 may be prepared by the general preparation method of Formulas 1 and 2 as follows, but is not limited thereto.
  • G'1 and G'11 are the same as the above-described G1
  • R7, L2, Ar1, L12, Ar11, n, n1, m, m1, X1 and X2 is Same as bar.
  • the coumarin group may be introduced into the pyrrole having a carboxyl group by ester or amide bond, and then the BODIPY skeleton may be formed.
  • the fluoro group of boron can be substituted.
  • G'1 is the same as G1 described above
  • R'1 is the same as R1 described above
  • R7, L2, Ar1, n, m, X1 and X2 are described above. Same as one.
  • aldehyde was introduced and halogen was introduced using NIS.
  • halogen was introduced using NIS.
  • Oxidation gave carboxylic acid.
  • the fluoro group of boron was substituted with other functional groups as necessary.
  • the resin matrix provides a color conversion film comprising a compound represented by the formula (1) dispersed in the resin matrix.
  • the content of the compound represented by Chemical Formula 1 in the color conversion film may be in the range of 0.001 to 10% by weight.
  • the color conversion film may include one type of the compound represented by Formula 1, or may include two or more types.
  • the color conversion film may include one compound which emits green light among the compounds represented by Chemical Formula 1.
  • the color conversion film may include one compound which emits red light among the compounds represented by Chemical Formula 1.
  • the color conversion film may include one compound emitting green light and one compound emitting red light among the compounds represented by Chemical Formula 1.
  • the color conversion film may further include an additional fluorescent material in addition to the compound represented by Chemical Formula 1.
  • the color conversion film preferably contains both a green light emitting phosphor and a red light emitting phosphor.
  • the color conversion film may include only a red light emitting fluorescent material.
  • the present invention is not limited thereto, and in the case of using a light source that emits blue light, when laminating a separate film including a green light emitting fluorescent substance, the color conversion film may include only a red light emitting compound.
  • the color conversion film may include only a green light emitting compound.
  • the haze value of the color conversion film is 50 to 95%. Preferably 65 to 85%.
  • the color conversion efficiency of a color conversion film can be improved.
  • the color conversion film further includes one or more fine particles made of one or more of an organic material and an inorganic material.
  • the fine particles are coated with a material that suppresses quenching of the compound represented by the formula (1).
  • the inorganic fine particles include inorganic oxides, inorganic nitrides or inorganic acid nitrides.
  • the fine particles are SiO x , SiN x , SiO x N y , AlO x , TiO x , TaO x , ZnO x , ZrO x , CeO x and ZrSiO x (wherein x is 0.1 to 2 and y is 0.5) To 1.3) may be one or more selected from the group consisting of, among which TiO x , ZnO x , ZrO x , and CeO x are preferable.
  • the surface of the fine particles may be formed with a coating layer for suppressing quenching of the compound represented by the formula (1).
  • a coating layer which suppresses quenching of fluorescent substance what prevents the destruction of the pigment
  • Examples of forming such a coating layer include alumina, zirconia, silica, zirconia silicate, alumina silicate, borosilicate glass, and the like.
  • the fine particles may be hollow bodies.
  • the refractive index between air (hollow part) and the resin matrix is large (1.5 to 1.6 as the resin matrix for air refractive index 1.0), and the light scattering effect is large.
  • oxygen in air may suppress deterioration of the compound represented by the said General formula (1), it is preferable.
  • fine particles fine particles having a high refractive index or low particles, specifically, those having a refractive index of 2.0 to 2.8 or 1.0 to 1.2 are preferable.
  • fine-particles the optical path length in the color conversion film of light from a light source can be lengthened, and a color conversion film can absorb the light from a light source efficiently. It is also possible to scatter the converted light and improve the extraction efficiency. Therefore, the conversion efficiency of a color conversion film can be improved.
  • the primary average particle diameter of the fine particles is not particularly limited as long as the haze value is within the above range, but is preferably 1 nm to 500 nm, preferably 1 nm or more and less than 100 nm, particularly preferably 5 nm or more and less than 80 nm. If the particle size is 500 nm or more, the fine particles may not be uniformly dispersed in the color conversion film, uniform light emission may not be obtained, or high precision patterning may not be possible with photolithography or the like. On the other hand, if it is less than 1 nm, there exists a possibility that light scattering may not fully generate
  • the addition amount of the fine particles in the color conversion film is not particularly limited as long as the haze value is within the above range, but is preferably 1% by weight to 75% by weight relative to the total weight of the color conversion film, particularly 10% by weight. It is preferable that they are% or more and 50 weight% or less. If it is less than 1 weight%, there exists a possibility that light scattering may not generate
  • fine-particles of the said organic substance or inorganic substance can be used individually by 1 type, or can mix and use 2 or more types.
  • the color conversion film is a resin matrix; And an additional layer including a compound dispersed in the resin matrix and emitting a light having a wavelength different from that of the compound represented by Chemical Formula 1.
  • the compound that emits light of a different wavelength from the compound represented by Formula 1 may also be a compound represented by Formula 1, or may be another known fluorescent substance.
  • the material of the said resin matrix is a thermoplastic polymer or a thermosetting polymer.
  • the material of the resin matrix is poly (meth) acrylic, polycarbonate (PC), polystyrene (PS), polyarylene (PAR), polyurethane (TPU) such as polymethyl methacrylate (PMMA) ), Styrene-acrylonitrile (SAN), polyvinylidene fluoride (PVDF), modified polyvinylidene fluoride (modified-PVDF) and the like can be used.
  • the color conversion film according to the above-described embodiment further includes light diffusing particles.
  • a resin matrix and particles having high refractive index may be used, such as TiO 2 , silica, borosilicate, alumina, sapphire, air or other gas, air- or gas-filled hollow beads or particles (eg, , Air / gas-filled glass or polymer); Polymer particles including polystyrene, polycarbonate, polymethylmethacrylate, acrylic, methyl methacrylate, styrene, melamine resin, formaldehyde resin, or melamine and formaldehyde resin, or any suitable combination thereof may be used. .
  • the particle diameter of the light diffusing particles may be in the range of 0.1 ⁇ m to 5 ⁇ m, such as in the range of 0.3 ⁇ m to 1 ⁇ m.
  • the content of the light diffusing particles may be determined as needed, and may be, for example, in the range of about 1 to 30 parts by weight based on 100 parts by weight of the resin matrix.
  • the color conversion film according to the above-described embodiment may have a thickness of 2 ⁇ m to 200 ⁇ m.
  • the color conversion film may exhibit high luminance even at a thin thickness of 2 ⁇ m to 20 ⁇ m. This is because the content of the fluorescent substance molecules contained on the unit volume is higher than that of the quantum dots.
  • the color conversion film according to the above-described embodiment may be provided with a substrate on one surface.
  • This substrate can function as a support in the production of the color conversion film. It does not specifically limit as a kind of base material, As long as it is transparent and can function as the said support body, it is not limited to the material and thickness. Transparent here means that visible light transmittance is 70% or more.
  • a PET film may be used as the substrate.
  • the above-described color conversion film may be prepared by coating and drying a resin solution in which the compound represented by Chemical Formula 1 is dissolved on a substrate and drying the film, or by extruding the compound represented by Chemical Formula 1 together with the resin to form a film.
  • the compound represented by the formula (1) Since the compound represented by the formula (1) is dissolved in the resin solution, the compound represented by the formula (1) is uniformly distributed in the solution. This is different from the manufacturing process of the quantum dot film that requires a separate dispersion process.
  • the resin solution in which the compound represented by Chemical Formula 1 is dissolved is not particularly limited as long as the compound represented by Chemical Formula 1 is dissolved in a solution.
  • the resin solution in which the compound represented by Chemical Formula 1 is dissolved may prepare a first solution by dissolving the compound represented by Chemical Formula 1 in a solvent, prepare a second solution by dissolving the resin in a solvent, and prepare the first solution. It may be prepared by a method of mixing the solution and the second solution. When mixing the first solution and the second solution, it is preferable to mix homogeneously.
  • the present invention is not limited thereto, but the method of dissolving the compound represented by the formula (1) and the resin at the same time is dissolved in the solvent, the method of dissolving the compound represented by the formula (1) in the solvent, followed by the addition of the resin to dissolve; A method of adding and dissolving a compound represented by the above may be used.
  • the above-mentioned resin matrix material a monomer curable with this resin matrix resin, or a mixture thereof can be used.
  • the monomer curable with the resin matrix resin includes a (meth) acrylic monomer, which may be formed of a resin matrix material by UV curing.
  • an initiator necessary for curing may be further added as necessary.
  • the solvent is not particularly limited and is not particularly limited as long as it can be removed by drying without adversely affecting the coating process.
  • Non-limiting examples of the solvent include toluene, xylene, acetone, chloroform, various alcohol solvents, MEK (methyl ethyl ketone), MIBK (methyl isobutyl ketone), EA (ethyl acetate), butyl acetate, DMF (dimethyl form).
  • Amide), DMAc (dimethylacetamide), DMSO (dimethylsulfoxide), NMP (N-methyl-pyrrolidone) and the like can be used, and one or two or more thereof can be used in combination.
  • the solvent contained in each of these solutions may be the same and may differ. Even when different kinds of solvents are used in the first solution and the second solution, it is preferable that these solvents have compatibility so that they can be mixed with each other.
  • the coating of the resin solution in which the compound represented by Chemical Formula 1 is dissolved on the substrate may use a roll-to-roll process.
  • the resin solution in which the compound represented by Chemical Formula 1 is dissolved may be coated on one surface of the substrate, dried, and then wound on the roll.
  • it is preferable to determine the viscosity of the said resin solution to the range in which the said process is possible, for example, it can determine within the range of 200-2,000 cps.
  • a die coater may be used, and various bar coating methods such as a comma coater and a reverse comma coater may be used.
  • the drying process can be carried out under the conditions necessary to remove the solvent.
  • the solvent is dried in a condition in which the solvent is sufficiently blown in an oven located adjacent to the coater, and the color conversion material includes a fluorescent material including a compound represented by Formula 1 of a desired thickness and concentration on the substrate.
  • a film can be obtained.
  • curing such as UV curing may be performed before or simultaneously with the drying.
  • the compound represented by Formula 1 When extruding the compound represented by Formula 1 together with the resin to form a film, extrusion methods known in the art may be used.
  • the compound represented by Formula 1 may be polycarbonate-based (PC) or poly (meth).
  • a color conversion film can be manufactured by extruding together resins, such as an acryl type and a styrene- acrylonitrile type (SAN).
  • the color conversion film may be provided with a protective film or a barrier film on at least one surface.
  • a protective film and the barrier film those known in the art may be used.
  • a backlight unit including the color conversion film described above is provided.
  • the backlight unit may have a backlight unit configuration known in the art except for including the color conversion film.
  • 1 illustrates a schematic diagram of a backlight unit structure according to an example.
  • the backlight unit according to FIG. 1 includes a side chain type light source 101, a reflection plate 102 surrounding the light source, a light guide plate 103 that emits light directly from the light source, or guides light reflected from the reflection plate, and is provided on one surface of the light guide plate.
  • a color conversion film 105 provided on a surface opposite to a surface of the light guide plate that faces the reflective layer.
  • a portion shown in gray in FIG. 1 is the light dispersion pattern 106 of the light guide plate.
  • the light introduced into the light guide plate has non-uniform light distribution due to the repetition of optical processes such as reflection, total reflection, refraction, and transmission.
  • a two-dimensional light dispersion pattern may be used to guide the light to uniform brightness.
  • the scope of the present invention is not limited by FIG. 1, and the light source may be a direct chain type as well as a side chain type, and a reflecting plate or a reflective layer may be omitted or replaced with another configuration as necessary, and may be additionally added as necessary.
  • the film for example, a light diffusing film, a light collecting film, a brightness enhancement film and the like may be further provided.
  • a display device including the backlight unit is provided.
  • the display device including the backlight unit is not particularly limited, and may be included in a TV, a computer monitor, a notebook computer, a mobile phone, and the like.
  • FIG. 2 is a diagram showing the luminance spectrum of Compound 1-1, the maximum wavelength of absorption and emission in toluene solution of Compound 1-1 (1 ⁇ 10 ⁇ 5 M) is 506 nm and 521 nm, respectively, and the quantum efficiency is 0.94.
  • 3 is a diagram showing the luminance spectrum of the compound 1-23, a toluene solution of compound 1-23-absorption and emission maxima in the wavelength (1X10 5 M) is 504 nm and 516 nm, respectively, the quantum efficiency is 0.98.
  • FIG. 4 is a diagram showing the luminance spectrum of the compound 1-25, a toluene solution of the compound from 1 to 25 - and the (1X10 5 M) absorption and emission maximum wavelength is 505 nm and 517 nm, respectively from, the quantum efficiency is 0.92.
  • FIG. 5 is a diagram showing the luminance spectrum of the compound 1-71, a toluene solution of compound 1-71 - and the (1X10 5 M) absorption and emission maximum wavelength is 504 nm and 516 nm, respectively from, the quantum efficiency is 0.91.
  • FIG. 6 is a diagram showing the luminance spectrum of the compound 1-79, a toluene solution of compound 1-79 - and (1X10 5 M) absorption and emission maximum wavelength is 506nm and 519 nm, respectively from, the quantum efficiency is 0.91.
  • FIG. 7 is a diagram showing the luminance spectrum of the compound 1-80, a toluene solution of compound 1-80 - and (1X10 5 M) absorption and emission maximum wavelength is 505nm and 517 nm, respectively from, the quantum efficiency is 0.99.
  • FIG. 8 is a diagram showing the luminance spectrum of the compound 1-82, a toluene solution of compound 1-82 - and (1X10 5 M) absorption and emission maximum wavelength is 506nm and 519 nm, respectively from, the quantum efficiency is 0.89.
  • FIG. 9 is a diagram showing the luminance spectrum of the compound 1-83, a toluene solution of compound 1-83 - and (1X10 5 M) absorption and emission maximum wavelength is 506nm and 520 nm, respectively from, the quantum efficiency is 0.96.
  • FIG. 10 is a diagram showing the luminance spectrum of the compound 1-84, a toluene solution of compound 1-84.
  • Compound 1-1 was dissolved in solvent toluene to prepare a first solution.
  • the thermoplastic resin SAN was dissolved in solvent toluene to prepare a second solution.
  • the first solution and the second solution are mixed so that the amount of the organic phosphor is 0.3 parts by weight and the amount of TiO 2 is 5 parts by weight based on 100 parts by weight of SAN, and the amount of TiO 2 is based on 100 parts by weight of SAN. 5 parts by weight was added and mixed homogeneously. Solid content of the mixed solution was 20% by weight and viscosity was 200 cps.
  • This solution was coated on a PET substrate and dried to prepare a color conversion film.
  • the thickness of the produced color conversion film is 10 ⁇ 15 mm, the haze value is 73%.
  • the luminance spectrum of the prepared color conversion film was measured with a spectroradiometer (SR series of TOPCON). Specifically, the prepared color conversion film is laminated on one surface of the light guide plate of the backlight unit including the LED blue backlight (maximum emission wavelength 450 nm) and the light guide plate, the prism sheet and the DBEF film laminated on the color conversion film and then the film The luminance spectrum of was measured. The initial value was set such that the brightness of the blue LED light was 600 nit based on the W / o color conversion film when measuring the luminance spectrum. The color conversion film emitted light at 537 nm under blue LED light.
  • the intensity of the green fluorescence decreased by 22% after 500 hours under a blue backlight (600 nit) at a temperature of 60 ° C.
  • Example 1 Except for using the compound 1-23 instead of compound 1-1 in Example 1 was prepared in the same color conversion film.
  • the color conversion film emitted light at 532 nm under blue LED light.
  • the intensity of green fluorescence decreased by 20% after 500 hours under a blue backlight (600 nit) at a temperature of 60 ° C.
  • a color conversion film was prepared in the same manner as in Example 1, except that Compound 1-25 was used instead of Compound 1-1.
  • the color conversion film emitted light at 534 nm under blue LED light.
  • the intensity of the green fluorescence decreased by 23% after 500 hours under a blue backlight (600 nit) at a temperature of 60 ° C.
  • a color conversion film was prepared in the same manner as in Example 1, except that Compound 1-71 was used instead of Compound 1-1.
  • the color conversion film emitted light at 526 nm under blue LED light.
  • the intensity of the green fluorescence decreased by 18% after 500 hours under a blue backlight (600 nit) at a temperature of 60 ° C.
  • a color conversion film was manufactured in the same manner as in Example 1, except that Compound 1-79 was used instead of Compound 1-1.
  • the color conversion film emitted light at 537 nm under blue LED light.
  • the intensity of the green fluorescence decreased by 10% after 500 hours under a blue backlight (600 nit) at a temperature of 60 ° C.
  • Example 1 Except for using the compound 1-82 instead of compound 1-1 in Example 1 was prepared in the same color conversion film.
  • the color conversion film emitted light at 532 nm under blue LED light.
  • the intensity of the green fluorescence decreased by 11% after 500 hours under a blue backlight (600 nit) at a temperature of 60 ° C.
  • Example 1 Except for using the compound 1-83 instead of compound 1-1 in Example 1 was prepared in the same color conversion film.
  • the color conversion film of the compound emitted light at 537 nm under blue LED light.
  • the intensity of the green fluorescence decreased by 12% after 500 hours under a blue backlight (600 nit) at a temperature of 60 ° C.
  • a color conversion film was manufactured in the same manner as in Example 1, except that Compound 1-1 was used instead of Compound 1-1.
  • the color conversion film emitted light at 532 nm under blue LED light.
  • the intensity of the green fluorescence decreased by 60% after 500 hours under a blue backlight (600 nit) at a temperature of 60 ° C.
  • Example 2 Except for using the compound of Comparative Example 2 instead of compound 1-1 in Example 1 was prepared in the same color conversion film.
  • the color conversion film emitted light at 538 nm under blue LED light.
  • the intensity of the green fluorescence decreased by 58% after 500 hours under a blue backlight (600 nit) at a temperature of 60 ° C.
  • Comparative Examples 1 and 2 the compound represented by Formula 1 according to one embodiment of the present specification has excellent light resistance compared to the existing Compounds of Comparative Example Compound 1 and Comparative Example Compound 2 It can be used for the production of conversion film.

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Abstract

La présente invention concerne un nouveau composé, un film de conversion de couleur comprenant ce composé, une unité de rétroéclairage et un dispositif d'affichage.
PCT/KR2016/011304 2015-10-27 2016-10-10 Composé et film de conversion de couleur comprenant celui-ci Ceased WO2017073923A1 (fr)

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JP2017564851A JP6661872B2 (ja) 2015-10-27 2016-10-10 化合物およびこれを含む色変換フィルム
CN201680041062.4A CN107849065B (zh) 2015-10-27 2016-10-10 化合物和包含其的色彩转换膜
US15/738,565 US10544166B2 (en) 2015-10-27 2016-10-10 Compound and color conversion film comprising same

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WO2018101129A1 (fr) * 2016-11-30 2018-06-07 東レ株式会社 Complexe pyrrométhène-bore, composition de conversion de couleur, film de conversion de couleur, unité de source lumineuse, dispositif d'affichage et dispositif d'éclairage
JP2019086745A (ja) * 2017-11-10 2019-06-06 Dic株式会社 インク組成物、光変換層及びカラーフィルタ
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JP2019172826A (ja) * 2018-03-28 2019-10-10 富士フイルム株式会社 蛍光性化合物及びこれを用いた蛍光標識生体物質
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JP2019524717A (ja) * 2016-07-29 2019-09-05 エルジー・ケム・リミテッド 含窒素環化合物、これを含む色変換フィルム、並びにこれを含むバックライトユニットおよびディスプレイ装置
US11279716B2 (en) * 2016-07-29 2022-03-22 Lg Chem, Ltd. Nitrogen-containing cyclic compound, color conversion film comprising same, and backlight unit and display device comprising same
WO2018101129A1 (fr) * 2016-11-30 2018-06-07 東レ株式会社 Complexe pyrrométhène-bore, composition de conversion de couleur, film de conversion de couleur, unité de source lumineuse, dispositif d'affichage et dispositif d'éclairage
CN109996802A (zh) * 2016-11-30 2019-07-09 东丽株式会社 亚甲基吡咯硼络合物、颜色转换组合物、颜色转换膜、光源单元、显示器及照明装置
US10907094B2 (en) 2016-11-30 2021-02-02 Toray Industries, Inc. Pyrromethene-boron complex, color conversion composition, color conversion film, light source unit, display, and illumination apparatus
JP2019086745A (ja) * 2017-11-10 2019-06-06 Dic株式会社 インク組成物、光変換層及びカラーフィルタ
JP6992424B2 (ja) 2017-11-10 2022-01-13 Dic株式会社 インク組成物、光変換層及びカラーフィルタ
US20210061821A1 (en) * 2018-01-26 2021-03-04 Toray Industries, Inc. Pyrromethene boron complex, color conversion composition, color conversion film, light source unit, display, illumination apparatus, and light-emitting device
TWI753225B (zh) * 2018-01-26 2022-01-21 日商東麗股份有限公司 吡咯亞甲基硼錯合物、顏色轉換組成物、顏色轉換膜、光源單元、顯示器、照明裝置和發光元件
JP2019172826A (ja) * 2018-03-28 2019-10-10 富士フイルム株式会社 蛍光性化合物及びこれを用いた蛍光標識生体物質

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