WO2018044120A1 - Composé et film de conversion de couleur comprenant celui-ci - Google Patents
Composé et film de conversion de couleur comprenant celui-ci Download PDFInfo
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- WO2018044120A1 WO2018044120A1 PCT/KR2017/009604 KR2017009604W WO2018044120A1 WO 2018044120 A1 WO2018044120 A1 WO 2018044120A1 KR 2017009604 W KR2017009604 W KR 2017009604W WO 2018044120 A1 WO2018044120 A1 WO 2018044120A1
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- 150000001875 compounds Chemical class 0.000 title claims abstract description 272
- 238000006243 chemical reaction Methods 0.000 title claims abstract description 64
- 125000003118 aryl group Chemical group 0.000 claims description 82
- -1 sulfoxy group Chemical group 0.000 claims description 79
- 125000000217 alkyl group Chemical group 0.000 claims description 54
- 229920005989 resin Polymers 0.000 claims description 37
- 239000011347 resin Substances 0.000 claims description 37
- 238000000034 method Methods 0.000 claims description 34
- 125000003545 alkoxy group Chemical group 0.000 claims description 28
- 125000005843 halogen group Chemical group 0.000 claims description 25
- 239000000126 substance Substances 0.000 claims description 24
- 125000004185 ester group Chemical group 0.000 claims description 23
- 125000002560 nitrile group Chemical group 0.000 claims description 18
- 239000011159 matrix material Substances 0.000 claims description 17
- 125000003277 amino group Chemical group 0.000 claims description 15
- 125000004104 aryloxy group Chemical group 0.000 claims description 15
- 229910052739 hydrogen Inorganic materials 0.000 claims description 14
- 239000001257 hydrogen Substances 0.000 claims description 14
- 125000000304 alkynyl group Chemical group 0.000 claims description 13
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 13
- 125000003342 alkenyl group Chemical group 0.000 claims description 11
- 125000000332 coumarinyl group Chemical group O1C(=O)C(=CC2=CC=CC=C12)* 0.000 claims description 10
- 125000000623 heterocyclic group Chemical group 0.000 claims description 10
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 10
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 9
- 125000005332 alkyl sulfoxy group Chemical group 0.000 claims description 8
- 125000005377 alkyl thioxy group Chemical group 0.000 claims description 8
- 125000003368 amide group Chemical group 0.000 claims description 8
- 125000005165 aryl thioxy group Chemical group 0.000 claims description 8
- 229910052760 oxygen Inorganic materials 0.000 claims description 8
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical group [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 claims description 7
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- 125000005462 imide group Chemical group 0.000 claims description 7
- MPQXHAGKBWFSNV-UHFFFAOYSA-N oxidophosphanium Chemical group [PH3]=O MPQXHAGKBWFSNV-UHFFFAOYSA-N 0.000 claims description 7
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- 125000000542 sulfonic acid group Chemical group 0.000 claims description 7
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 6
- XYFCBTPGUUZFHI-UHFFFAOYSA-N phosphine group Chemical group P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 claims description 6
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 5
- 229910052717 sulfur Inorganic materials 0.000 claims description 4
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- ZEEBGORNQSEQBE-UHFFFAOYSA-N [2-(3-phenylphenoxy)-6-(trifluoromethyl)pyridin-4-yl]methanamine Chemical compound C1(=CC(=CC=C1)OC1=NC(=CC(=C1)CN)C(F)(F)F)C1=CC=CC=C1 ZEEBGORNQSEQBE-UHFFFAOYSA-N 0.000 description 16
- 125000001072 heteroaryl group Chemical group 0.000 description 16
- 238000002360 preparation method Methods 0.000 description 15
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- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 9
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- 238000000576 coating method Methods 0.000 description 6
- 230000000052 comparative effect Effects 0.000 description 6
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- 125000001153 fluoro group Chemical group F* 0.000 description 6
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- SCYULBFZEHDVBN-UHFFFAOYSA-N 1,1-Dichloroethane Chemical compound CC(Cl)Cl SCYULBFZEHDVBN-UHFFFAOYSA-N 0.000 description 5
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- MZSAMHOCTRNOIZ-UHFFFAOYSA-N 3-[4-(aminomethyl)-6-(trifluoromethyl)pyridin-2-yl]oxy-N-phenylaniline Chemical compound NCC1=CC(=NC(=C1)C(F)(F)F)OC=1C=C(NC2=CC=CC=C2)C=CC=1 MZSAMHOCTRNOIZ-UHFFFAOYSA-N 0.000 description 5
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- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 2
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- 125000004491 isohexyl group Chemical group C(CCC(C)C)* 0.000 description 1
- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000000555 isopropenyl group Chemical group [H]\C([H])=C(\*)C([H])([H])[H] 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 125000002183 isoquinolinyl group Chemical group C1(=NC=CC2=CC=CC=C12)* 0.000 description 1
- 239000011572 manganese Substances 0.000 description 1
- MSBWDNNCBOLXGS-UHFFFAOYSA-L manganese(2+);diacetate;hydrate Chemical compound O.[Mn+2].CC([O-])=O.CC([O-])=O MSBWDNNCBOLXGS-UHFFFAOYSA-L 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 1
- 125000000250 methylamino group Chemical group [H]N(*)C([H])([H])[H] 0.000 description 1
- 125000004170 methylsulfonyl group Chemical group [H]C([H])([H])S(*)(=O)=O 0.000 description 1
- NJVSFOMTEFOHMI-UHFFFAOYSA-N n,2-diphenylaniline Chemical group C=1C=CC=C(C=2C=CC=CC=2)C=1NC1=CC=CC=C1 NJVSFOMTEFOHMI-UHFFFAOYSA-N 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 1
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- UMGBMWFOGBJCJA-UHFFFAOYSA-N n-phenylphenanthren-1-amine Chemical group C=1C=CC(C2=CC=CC=C2C=C2)=C2C=1NC1=CC=CC=C1 UMGBMWFOGBJCJA-UHFFFAOYSA-N 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- 125000005184 naphthylamino group Chemical group C1(=CC=CC2=CC=CC=C12)N* 0.000 description 1
- 125000001971 neopentyl group Chemical group [H]C([*])([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 125000002971 oxazolyl group Chemical group 0.000 description 1
- KDLHZDBZIXYQEI-UHFFFAOYSA-N palladium Substances [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 1
- NFHFRUOZVGFOOS-UHFFFAOYSA-N palladium;triphenylphosphane Chemical compound [Pd].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 NFHFRUOZVGFOOS-UHFFFAOYSA-N 0.000 description 1
- 125000003538 pentan-3-yl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- 125000005561 phenanthryl group Chemical group 0.000 description 1
- 125000001484 phenothiazinyl group Chemical group C1(=CC=CC=2SC3=CC=CC=C3NC12)* 0.000 description 1
- HXOFRBVHQQOXNL-UHFFFAOYSA-N phenyl(trifluoromethoxy)borinic acid Chemical compound FC(F)(F)OB(O)C1=CC=CC=C1 HXOFRBVHQQOXNL-UHFFFAOYSA-N 0.000 description 1
- ASUOLLHGALPRFK-UHFFFAOYSA-N phenylphosphonoylbenzene Chemical group C=1C=CC=CC=1P(=O)C1=CC=CC=C1 ASUOLLHGALPRFK-UHFFFAOYSA-N 0.000 description 1
- 125000004592 phthalazinyl group Chemical group C1(=NN=CC2=CC=CC=C12)* 0.000 description 1
- 229920002285 poly(styrene-co-acrylonitrile) Polymers 0.000 description 1
- 229920000139 polyethylene terephthalate Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000002568 propynyl group Chemical group [*]C#CC([H])([H])[H] 0.000 description 1
- 125000003373 pyrazinyl group Chemical group 0.000 description 1
- 125000001725 pyrenyl group Chemical group 0.000 description 1
- 125000002098 pyridazinyl group Chemical group 0.000 description 1
- 125000004076 pyridyl group Chemical group 0.000 description 1
- 125000000714 pyrimidinyl group Chemical group 0.000 description 1
- 125000000168 pyrrolyl group Chemical group 0.000 description 1
- 238000006862 quantum yield reaction Methods 0.000 description 1
- 125000002294 quinazolinyl group Chemical group N1=C(N=CC2=CC=CC=C12)* 0.000 description 1
- 125000002943 quinolinyl group Chemical group N1=C(C=CC2=CC=CC=C12)* 0.000 description 1
- 125000001567 quinoxalinyl group Chemical group N1=C(C=NC2=CC=CC=C12)* 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000009877 rendering Methods 0.000 description 1
- 229910052594 sapphire Inorganic materials 0.000 description 1
- 239000010980 sapphire Substances 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 125000003548 sec-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- UKLNMMHNWFDKNT-UHFFFAOYSA-M sodium chlorite Chemical compound [Na+].[O-]Cl=O UKLNMMHNWFDKNT-UHFFFAOYSA-M 0.000 description 1
- 229960002218 sodium chlorite Drugs 0.000 description 1
- SUKJFIGYRHOWBL-UHFFFAOYSA-N sodium hypochlorite Chemical compound [Na+].Cl[O-] SUKJFIGYRHOWBL-UHFFFAOYSA-N 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000011145 styrene acrylonitrile resin Substances 0.000 description 1
- 125000003011 styrenyl group Chemical group [H]\C(*)=C(/[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
- IIACRCGMVDHOTQ-UHFFFAOYSA-N sulfamic acid Chemical compound NS(O)(=O)=O IIACRCGMVDHOTQ-UHFFFAOYSA-N 0.000 description 1
- XTHPWXDJESJLNJ-UHFFFAOYSA-N sulfurochloridic acid Chemical compound OS(Cl)(=O)=O XTHPWXDJESJLNJ-UHFFFAOYSA-N 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- 229920005992 thermoplastic resin Polymers 0.000 description 1
- 229920001187 thermosetting polymer Polymers 0.000 description 1
- 239000004634 thermosetting polymer Substances 0.000 description 1
- 125000001113 thiadiazolyl group Chemical group 0.000 description 1
- 125000003944 tolyl group Chemical group 0.000 description 1
- 238000002834 transmittance Methods 0.000 description 1
- 125000005259 triarylamine group Chemical group 0.000 description 1
- 125000004306 triazinyl group Chemical group 0.000 description 1
- 125000001425 triazolyl group Chemical group 0.000 description 1
- CYTQBVOFDCPGCX-UHFFFAOYSA-N trimethyl phosphite Chemical compound COP(OC)OC CYTQBVOFDCPGCX-UHFFFAOYSA-N 0.000 description 1
- 125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 125000006617 triphenylamine group Chemical group 0.000 description 1
- UCPYLLCMEDAXFR-UHFFFAOYSA-N triphosgene Chemical compound ClC(Cl)(Cl)OC(=O)OC(Cl)(Cl)Cl UCPYLLCMEDAXFR-UHFFFAOYSA-N 0.000 description 1
- ORHBXUUXSCNDEV-UHFFFAOYSA-N umbelliferone Chemical compound C1=CC(=O)OC2=CC(O)=CC=C21 ORHBXUUXSCNDEV-UHFFFAOYSA-N 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
Images
Classifications
-
- 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
-
- 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
- C09K9/00—Tenebrescent materials, i.e. materials for which the range of wavelengths for energy absorption is changed as a result of excitation by some form of energy
- C09K9/02—Organic tenebrescent materials
-
- 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
Definitions
- the present specification relates to a compound and 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 compound, a color conversion film, a backlight unit, and a display device including the same.
- An exemplary embodiment of the present specification provides a compound represented by the following formula (1).
- X1 and X2 are the same as or different from each other, and each independently a halogen group; Nitrile group; Substituted or unsubstituted ester group; Substituted or unsubstituted alkyl group; Substituted or unsubstituted alkoxy group; Substituted or unsubstituted alkenyl group; Substituted or unsubstituted alkynyl group; Substituted or unsubstituted aryl group; Substituted or unsubstituted aryloxy group; Or a substituted or unsubstituted heterocyclic group,
- X3 is O or S
- R1 to R6 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Nitrile group; Nitro group; Hydroxyl group; Carbonyl group; Substituted or unsubstituted 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
- R7 is hydrogen; heavy hydrogen; Halogen group; Nitrile group; Nitro group; Hydroxyl group; Carbonyl group; Substituted or unsubstituted 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
- the resin matrix provides a color conversion film comprising the compound 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.
- 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.
- the term "substituted or unsubstituted” is deuterium; Halogen group; Nitrile group; Nitro group; Imide group; Amide group; Carbonyl group; Ester group; Ether group; Hydroxyl group; Coumarin group; Alkyl groups; Cycloalkyl group; An alkoxy group; Substituted or unsubstituted aryloxy group; Alkyl thioxy group; Arylthioxy group; Alkyl sulfoxy groups; Substituted or unsubstituted aryl sulfoxy group; Alkenyl groups; Silyl groups; Boron group; Amine groups; Aryl phosphine group; Phosphine oxide groups; Aryl group; Sulfonic acid groups; And it means that it is substituted with one or two or more substituents selected from the group consisting of a heterocyclic group or substituted with a substituent to which two or more substituents in the above-described substituents are connected, or
- 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 sulfonic acid group means that represented by the following formula, wherein R 100 is hydrogen; Halogen group; Substituted or unsubstituted alkyl group; Or a substituted or unsubstituted aryl group.
- 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 heteroaryl group are substituted for N in 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 alkynyl group may be linear or unsubstituted chain, the carbon number is not particularly limited, but is preferably 2 to 30. Specific examples include, but are not limited to, alkynyl groups such as ethynyl, propynyl, 2-methyl-2 propynyl, 2-butynyl, 2-pentynyl, and the like.
- 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; 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.
- heteroaryl 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.
- X1 and X2 are the same as or different from each other, and each independently a nitrile group; Substituted or unsubstituted alkyl group; Substituted or unsubstituted alkoxy group; Substituted or unsubstituted ester group; Substituted or unsubstituted alkenyl group; Substituted or unsubstituted alkynyl group; Substituted or unsubstituted aryl group; Substituted or unsubstituted aryloxy group; Or a substituted or unsubstituted heterocyclic group.
- R7 is a phenyl group
- at least four of R1 to R6 are methyl groups
- X1 and X2 are the same as or different from each other, and each independently a nitrile group; Ester group; Substituted or unsubstituted alkyl group; Substituted or unsubstituted alkoxy group; Substituted or unsubstituted alkenyl group; Substituted or unsubstituted alkynyl group; Substituted or unsubstituted aryl group; Substituted or unsubstituted aryloxy group; Substituted or unsubstituted coumarin group; Or a substituted or unsubstituted heterocyclic group.
- R7 is hydrogen; heavy hydrogen; Halogen group; Nitrile group; Nitro group; Hydroxyl group; Carbonyl group; Ester group; Imide group; Amide 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; Substituted or unsubstituted or unsubstituted alkenyl group;
- X1 and X2 are the same as or different from each other, and each independently, a halogen group; Nitrile group; Ester group; Substituted or unsubstituted alkyl group; Substituted or unsubstituted alkoxy group; Substituted or unsubstituted alkynyl group; Or a substituted or unsubstituted aryloxy group.
- X1 and X2 are the same as or different from each other, and are each independently a halogen group.
- X1 and X2 are each fluorine.
- X1 and X2 are each a nitrile group.
- X1 and X2 are the same as or different from each other, and are each independently a substituted or unsubstituted ester group.
- X1 and X2 are the same as or different from each other, and each independently an ester group substituted with a substituted or unsubstituted alkyl group.
- X1 and X2 are the same or different from each other, and each independently an ester group substituted with an alkyl group substituted with a halogen group.
- X1 and X2 are each an ester group substituted with CF 3 .
- X1 and X2 are the same as or different from each other, and are each independently a substituted or unsubstituted aryloxy group.
- X1 and X2 are the same as or different from each other, and are each independently a substituted or unsubstituted phenoxy group.
- X1 and X2 are phenoxy groups each substituted with a nitro group.
- X1 and X2 are the same as or different from each other, and are each independently a substituted or unsubstituted alkoxy group.
- X1 and X2 are the same as or different from each other, and are each independently an alkoxy group substituted with a halogen group.
- X1 and X2 are the same as or different from each other, and are each independently an alkoxy group substituted with fluorine.
- X1 and X2 are the same as or different from each other, and are each independently a butoxy group substituted with fluorine.
- X1 and X2 are the same as or different from each other, and are each independently a substituted or unsubstituted alkyl group.
- X1 and X2 are the same as or different from each other, and each independently an alkyl group substituted with a substituted or unsubstituted aryl group.
- X1 and X2 are the same as or different from each other, and each independently an alkyl group substituted with an aryl group substituted with a nitro group.
- X1 and X2 are the same as or different from each other, and each independently an alkyl group substituted with a phenyl group substituted with a nitro group.
- X1 and X2 are each a methyl group substituted with a phenyl group substituted with a nitro group.
- X1 and X2 are the same as or different from each other, and are each independently a substituted or unsubstituted alkynyl group.
- X1 and X2 are the same as or different from each other, and are each independently an alkynyl group substituted with a substituted or unsubstituted aryl group.
- X1 and X2 are the same as or different from each other, and each independently an alkynyl group substituted with an aryl group substituted with an alkyl group.
- X1 and X2 are the same as or different from each other, and each independently an alkynyl group substituted with a phenyl group substituted with an alkyl group.
- X1 and X2 are each an alkynyl group substituted with a phenyl group substituted with a tert-butyl group.
- R1 to R6 are the same as or different from each other, and each independently hydrogen; Nitrile group; Halogen group; Substituted or unsubstituted ester group; Substituted or unsubstituted alkyl group; A substituted or unsubstituted cycloalkyl group; Substituted or unsubstituted alkoxy group; Substituted or unsubstituted aryl group; Substituted or unsubstituted sulfonic acid group; Or a substituted or unsubstituted heteroring group.
- R1 to R6 are each hydrogen.
- R1, R3, R4, and R6 are each hydrogen.
- R1, R3, R4, and R6 are the same as or different from each other, and are each independently a substituted or unsubstituted alkyl group.
- R1, R3, R4, and R6 are the same as or different from each other, and are each independently an alkyl group having 1 to 30 carbon atoms.
- R1, R3, R4, and R6 are the same as or different from each other, and are each independently an alkyl group having 1 to 20 carbon atoms.
- R1, R3, R4, and R6 are the same as or different from each other, and are each independently an alkyl group having 1 to 10 carbon atoms.
- R1, R3, R4 and R6 are each a methyl group.
- R1, R3, R4, and R6 are the same as or different from each other, and are each independently a substituted or unsubstituted aryl group.
- R1, R3, R4, and R6 are the same as or different from each other, and are each independently an aryl group substituted with an alkyl group.
- R1, R3, R4, and R6 are the same as or different from each other, and are each independently an aryl group substituted with an alkoxy group.
- R1, R3, R4, and R6 are the same as or different from each other, and are each independently a substituted or unsubstituted phenyl group.
- R1, R3, R4 and R6 are each a phenyl group.
- R1, R3, R4, and R6 are the same as or different from each other, and are each independently a phenyl group substituted with an alkyl group.
- R1, R3, R4, and R6 are the same as or different from each other, and are each independently a phenyl group substituted with an alkoxy group.
- R1, R3, R4 and R6 are each a phenyl group substituted with a methoxy group.
- R1, R3, R4, and R6 are the same as or different from each other, and are each independently a substituted or unsubstituted cycloalkyl group.
- R1, R3, R4, and R6 are the same as or different from each other, and are each independently a cycloalkyl group substituted with an alkyl group.
- R1, R3, R4 and R6 are each cyclohexane group.
- R1, R3, R4, and R6 are the same as or different from each other, and are each independently a cyclohexane group substituted with an alkyl group.
- R1, R3, R4, and R6 are cyclohexane groups each substituted with a methyl group.
- R2 and R5 are each hydrogen.
- R2 and R5 are the same as or different from each other, and are each independently a halogen group.
- R2 and R5 are each chlorine.
- R2 and R5 are each a nitrile group.
- R2 and R5 are the same as or different from each other, and are each independently a substituted or unsubstituted alkyl group.
- R2 and R5 are the same as or different from each other, and each independently an alkyl group having 1 to 30 carbon atoms.
- R2 and R5 are the same as or different from each other, and each independently an alkyl group having 1 to 20 carbon atoms.
- R2 and R5 are the same as or different from each other, and each independently an alkyl group having 1 to 10 carbon atoms.
- R2 and R5 are each a methyl group.
- R2 and R5 are each an ethyl group.
- R2 and R5 are the same as or different from each other, and each independently an alkyl group substituted with a halogen group.
- R2 and R5 are the same as or different from each other, and each independently an alkyl group substituted with fluorine.
- R2 and R5 are each CF 3 .
- R2 and R5 are the same as or different from each other, and are each independently a substituted or unsubstituted alkoxy group.
- R2 and R5 are each an alkoxy group substituted with a coumarin group.
- R2 and R5 are the same as or different from each other, and are each independently a substituted or unsubstituted aryl group.
- R2 and R5 are the same as or different from each other, and each independently an aryl group substituted with a halogen group.
- R2 and R5 are the same as or different from each other, and are each independently an aryl group substituted with fluorine.
- R2 and R5 are the same as or different from each other, and each independently an aryl group substituted with a substituted or unsubstituted alkyl group.
- R2 and R5 are the same as or different from each other, and each independently an aryl group substituted with an alkyl group substituted with a halogen group.
- R2 and R5 are the same as or different from each other, and are each independently an aryl group substituted with CF 3 .
- R2 and R5 are each a phenyl group.
- R2 and R5 are the same as or different from each other, and each independently a phenyl group substituted with a halogen group.
- R2 and R5 are each a phenyl group substituted with fluorine.
- R2 and R5 are the same as or different from each other, and each independently a phenyl group substituted with a substituted or unsubstituted alkyl group.
- R2 and R5 are each a phenyl group substituted with CF 3 .
- R2 and R5 are the same as or different from each other, and are each independently a substituted or unsubstituted heteroring group.
- R2 and R5 are each a dibenzofuran group.
- R2 and R5 are the same as or different from each other, and are each independently a substituted or unsubstituted sulfonic acid group.
- R2 and R5 are each a methylsulfonate group.
- R2 and R5 are each a methylmethanesulfonate group.
- R2 and R5 are each a substituted or unsubstituted ester group.
- R2 and R5 are each an ester group substituted with a coumarin group.
- R2 and R5 are each an ester group substituted with a phenyl group.
- R2 and R5 are the same as or different from each other, and are each independently a substituted or unsubstituted alkoxy group.
- R2 and R5 are each a methoxy group.
- R2 and R5 are each an alkoxy group substituted with a coumarin group.
- R7 is a substituted or unsubstituted alkyl group; Substituted or unsubstituted aryl group; Substituted or unsubstituted coumarin group; Or a substituted or unsubstituted heteroring group.
- R7 is a substituted or unsubstituted alkyl group.
- R7 is an alkyl group having 1 to 30 carbon atoms.
- R7 is an alkyl group having 1 to 20 carbon atoms.
- R7 is an alkyl group having 1 to 10 carbon atoms.
- R7 is a methyl group.
- R7 is an alkyl group substituted with a substituted or unsubstituted aryl group.
- R7 is an alkyl group substituted with an aryl group substituted with CF 3 .
- R7 is an alkyl group substituted with a phenyl group substituted with CF 3 .
- R7 is a methyl group substituted with a phenyl group substituted with CF 3 .
- R7 is a substituted or unsubstituted aryl group.
- R7 is an aryl group substituted with a halogen group.
- R7 is an aryl group substituted with an alkoxy group.
- R7 is a substituted or unsubstituted phenyl group.
- R7 is a phenyl group.
- R7 is a phenyl group substituted with a halogen group.
- R7 is a phenyl group substituted with fluorine.
- R7 is a phenyl group substituted with an alkoxy group.
- R7 is a phenyl group substituted with a methoxy group.
- R7 is a substituted or unsubstituted coumarin group.
- R7 is a substituted or unsubstituted heteroring group.
- R7 is a dibenzofuran group.
- R7 is a substituted or unsubstituted coumarin group.
- R7 is a coumarin group.
- 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. At this time, the half value width of the luminescence peak of the compound represented by the said Formula (1) is so good that it is narrow.
- 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.
- the combination of R1 to R6 is any one of 1A to 132A in Table 1 below.
- the combination of X1 to X3 and R7 is any one of 1B to 101B of Table 2 below.
- the compound of Formula 1 may be any one combination selected from Table 1 and any one selected from Table 2.
- the compound represented by Formula 1 has the following structure.
- Formula 1 may be any one selected from the following compounds.
- the core of the compound represented by Formula 1 may be prepared by a general method of preparing a reaction scheme as follows, but is not limited thereto.
- the resin matrix provides a color conversion film comprising the compound dispersed in the resin matrix.
- the content of the compound in the color conversion film may be in the range of 0.001 to 10% by weight.
- the color conversion film may include one kind or two or more kinds of the compound.
- 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 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-based (PU) 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 a high refractive index may be used.
- the particle diameter of the light diffusing particles may be in the range of 0.1 micrometers to 5 micrometers, such as in the range of 0.3 micrometers to 1 micrometer.
- 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 micrometers to 200 micrometers.
- the color conversion film may exhibit high luminance even at a thin thickness of 2 micrometers to 20 micrometers. 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 200cps-2,000cps.
- 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.
- N-iodosuccinimide N-iodosuccinimide
- the first solution was prepared by dissolving Compound 1 (the maximum absorption wavelength of 502 nm in the toluene solution, the maximum emission wavelength of 516 nm and the half width of 29 nm) in the solvent xylene.
- a second solution was prepared by dissolving thermoplastic resin SAN (styrene-acrylonitrile copolymer) in solvent xylene.
- the first solution and the second solution were mixed and homogeneously mixed so that the amount of the organic phosphor was 0.5 parts by weight based on 100 parts by weight of the SAN.
- Solid content in 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 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 light emission wavelength 450nm) and the light guide plate, and after laminating the prism sheet and DBEF film on the color conversion film, The luminance spectrum was measured. The initial value was set such that the brightness of the blue LED light was 600 nit based on the absence of the color conversion film in the luminance spectrum measurement.
- Example 2 was carried out in the same manner as in Example 1, except that Compound 2 (maximum absorption wavelength 495 nm, maximum emission wavelength 507 nm, half width 26 nm) in Toluene solution was used.
- Compound 3 was used in the same manner as in Example 1 except that Compound 3 (the maximum absorption wavelength of 505 nm, the maximum emission wavelength of 518 nm, and half width of 25 nm) was used.
- Compound 4 was carried out in the same manner as in Example 1, except that Compound 4 (maximum absorption wavelength of 514 nm, maximum emission wavelength of 528 nm, half width of 23 nm) in Toluene solution was used.
- Compound 5 was used in the same manner as in Example 1 except that Compound 5 (the maximum absorption wavelength of 510 nm, the maximum emission wavelength of 523 nm and the half width of 23 nm) was used.
- Example 6 was carried out in the same manner as in Example 1, except that Compound 6 (maximum absorption wavelength of 576 nm, maximum emission wavelength of 610 nm, and full width at half maximum of 36 nm) was used instead of Compound 1.
- Compound 7 was used in the same manner as in Example 1 except that Compound 7 (the maximum absorption wavelength of 587 nm, the maximum emission wavelength of 620 nm and the half width of 40 nm) was used.
- Compound 8 was used in the same manner as in Example 1 except for using Compound 8 (maximum absorption wavelength of 582 nm, maximum emission wavelength of 614 nm, and half width of 38 nm in Toluene solution).
- Example 9 was carried out in the same manner as in Example 1, except that Compound 9 (maximum absorption wavelength of 584 nm, maximum emission wavelength of 618 nm, and half width of 38 nm in Toluene solution) was used.
- Compound 10 was used in the same manner as in Example 1 except for using Compound 10 (maximum absorption wavelength of 590 nm, maximum emission wavelength of 625 nm and half width of 26 nm in Toluene solution).
- Compound 11 was used in the same manner as in Example 1 except for using Compound 11 (maximum absorption wavelength of 543 nm, maximum emission wavelength of 557 nm and half width of 26 nm in Toluene solution).
- Compound 12 was used in the same manner as in Example 1 except for using Compound 12 (maximum absorption wavelength of 556 nm, maximum emission wavelength of 570 nm, half width 29 nm) in Toluene solution.
- Compound 13 was used in the same manner as in Example 1 except for using Compound 13 (maximum absorption wavelength of 529 nm, maximum emission wavelength of 546 nm, half maximum width of 28 nm in Toluene solution).
- Compound 14 was used in the same manner as in Example 1 except for using Compound 14 (maximum absorption wavelength of 538 nm, maximum emission wavelength of 553 nm and half width of 24 nm) in Toluene solution.
- Compound 15 was used in the same manner as in Example 1 except that Compound 15 (the maximum absorption wavelength of 613 nm, the maximum emission wavelength of 630 nm and the half width of 35 nm) was used.
- Compound 1 was used in the same manner as in Example 1, except that the following compound mPhBODIPY (maximum absorption wavelength 503 nm, maximum emission wavelength 516 nm, half width 26 nm) in Toluene solution was used.
- mPhBODIPY maximum absorption wavelength 503 nm, maximum emission wavelength 516 nm, half width 26 nm
- Compound 1 was used in the same manner as in Example 1, except that the following compound pPhBODIPY (maximum absorption wavelength 570 nm, maximum emission wavelength 613 nm, half width 42 nm) was used.
- Example 1 One 532 44 94 96.6 Example 2 2 524 39 96 94.8 Example 3 3 532 43 93 96.5 Example 4 4 542 42 97 99.2 Example 5 5 537 40 95 95.2 Example 6 6 626 45 89 95.1 Example 7 7 637 50 83 94.3 Example 8 8 628 47 86 98.2 Example 9 9 632 48 87 99.6 Example 10 10 641 46 85 98.5 Example 11 11 574 39 96 96.3 Example 12 12 584 43 94 97.0 Example 13 13 559 42 93 95.9 Example 14 14 567 42 96 97.2 Example 15 15 643 44 89 95.3 Comparative Example 1 mPhBODIPY 530 45 91 91.2 Comparative Example 2 pPhBODIPY 605 58 75 93.0
- ⁇ max is the maximum emission wavelength
- FWHM is the full width half maximum
- QY is the quantum yield
- Abs intensity is the absorption intensity (absorption intensity).
- the color conversion film according to the present invention has a high luminous efficiency and excellent stability compared to the comparative example.
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Abstract
La présente invention concerne un composé, un film de conversion de couleur comprenant ce composé, une unité de rétroéclairage et un dispositif d'affichage.
Priority Applications (3)
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CN201780049875.2A CN109563107B (zh) | 2016-09-02 | 2017-09-01 | 化合物和包含其的色彩转换膜 |
US16/326,617 US11479566B1 (en) | 2016-09-02 | 2017-09-01 | Compound and color conversion film comprising same |
JP2019503325A JP6874825B2 (ja) | 2016-09-02 | 2017-09-01 | 化合物およびこれを含む色変換フィルム |
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KR20160113374 | 2016-09-02 | ||
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KR1020170110559A KR102148067B1 (ko) | 2016-09-02 | 2017-08-31 | 화합물 및 이를 포함하는 색변환필름 |
KR10-2017-0110559 | 2017-08-31 |
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PCT/KR2017/009604 WO2018044120A1 (fr) | 2016-09-02 | 2017-09-01 | Composé et film de conversion de couleur comprenant celui-ci |
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Cited By (8)
Publication number | Priority date | Publication date | Assignee | Title |
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CN109776588A (zh) * | 2019-01-29 | 2019-05-21 | 大连大学 | 基于稀土铕配合物的比率荧光传感器平台及其制备方法 |
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JP2020531547A (ja) * | 2018-04-30 | 2020-11-05 | エルジー・ケム・リミテッド | 化合物、これを含む色変換フィルム、バックライトユニットおよびディスプレイ装置 |
CN112041322A (zh) * | 2019-02-28 | 2020-12-04 | 株式会社Lg化学 | 化合物和包含其的颜色转换膜、背光单元和显示装置 |
JP2021512050A (ja) * | 2018-10-15 | 2021-05-13 | エルジー・ケム・リミテッド | 化合物、それを含む色変換組成物および色変換フィルム、それを含むバックライトユニット、それを含むディスプレイデバイス、並びに色変換フィルムの製造方法 |
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