CN104934535B - 复合材料、发光元件、发光装置、电子装置以及照明装置 - Google Patents
复合材料、发光元件、发光装置、电子装置以及照明装置 Download PDFInfo
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- CN104934535B CN104934535B CN201510244010.4A CN201510244010A CN104934535B CN 104934535 B CN104934535 B CN 104934535B CN 201510244010 A CN201510244010 A CN 201510244010A CN 104934535 B CN104934535 B CN 104934535B
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- 239000002131 composite material Substances 0.000 title claims abstract description 266
- 238000009434 installation Methods 0.000 title 1
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- 150000002484 inorganic compounds Chemical class 0.000 claims abstract description 58
- 229910010272 inorganic material Inorganic materials 0.000 claims abstract description 57
- TXCDCPKCNAJMEE-UHFFFAOYSA-N dibenzofuran Chemical group C1=CC=C2C3=CC=CC=C3OC2=C1 TXCDCPKCNAJMEE-UHFFFAOYSA-N 0.000 claims abstract description 54
- IYYZUPMFVPLQIF-ALWQSETLSA-N dibenzothiophene Chemical group C1=CC=CC=2[34S]C3=C(C=21)C=CC=C3 IYYZUPMFVPLQIF-ALWQSETLSA-N 0.000 claims abstract description 48
- 239000000126 substance Substances 0.000 claims description 92
- 229910000476 molybdenum oxide Inorganic materials 0.000 claims description 79
- PQQKPALAQIIWST-UHFFFAOYSA-N oxomolybdenum Chemical compound [Mo]=O PQQKPALAQIIWST-UHFFFAOYSA-N 0.000 claims description 63
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 63
- 125000001424 substituent group Chemical group 0.000 claims description 44
- 125000003983 fluorenyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3CC12)* 0.000 claims description 36
- 125000004432 carbon atom Chemical group C* 0.000 claims description 32
- 238000004770 highest occupied molecular orbital Methods 0.000 claims description 23
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- 125000004988 dibenzothienyl group Chemical group C1(=CC=CC=2SC3=C(C21)C=CC=C3)* 0.000 claims description 20
- 125000001624 naphthyl group Chemical group 0.000 claims description 18
- 239000001257 hydrogen Substances 0.000 claims description 17
- 229910052739 hydrogen Inorganic materials 0.000 claims description 17
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 17
- 125000004987 dibenzofuryl group Chemical group C1(=CC=CC=2OC3=C(C21)C=CC=C3)* 0.000 claims description 14
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- 229910003449 rhenium oxide Inorganic materials 0.000 claims description 8
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 claims description 8
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 7
- WGLPBDUCMAPZCE-UHFFFAOYSA-N Trioxochromium Chemical compound O=[Cr](=O)=O WGLPBDUCMAPZCE-UHFFFAOYSA-N 0.000 claims description 7
- 125000000217 alkyl group Chemical group 0.000 claims description 7
- 229910000423 chromium oxide Inorganic materials 0.000 claims description 7
- 229910000449 hafnium oxide Inorganic materials 0.000 claims description 7
- WIHZLLGSGQNAGK-UHFFFAOYSA-N hafnium(4+);oxygen(2-) Chemical compound [O-2].[O-2].[Hf+4] WIHZLLGSGQNAGK-UHFFFAOYSA-N 0.000 claims description 7
- BPUBBGLMJRNUCC-UHFFFAOYSA-N oxygen(2-);tantalum(5+) Chemical compound [O-2].[O-2].[O-2].[O-2].[O-2].[Ta+5].[Ta+5] BPUBBGLMJRNUCC-UHFFFAOYSA-N 0.000 claims description 7
- RVTZCBVAJQQJTK-UHFFFAOYSA-N oxygen(2-);zirconium(4+) Chemical compound [O-2].[O-2].[Zr+4] RVTZCBVAJQQJTK-UHFFFAOYSA-N 0.000 claims description 7
- 238000001420 photoelectron spectroscopy Methods 0.000 claims description 7
- 229910001925 ruthenium oxide Inorganic materials 0.000 claims description 7
- WOCIAKWEIIZHES-UHFFFAOYSA-N ruthenium(iv) oxide Chemical compound O=[Ru]=O WOCIAKWEIIZHES-UHFFFAOYSA-N 0.000 claims description 7
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- 239000011593 sulfur Substances 0.000 claims description 7
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- 150000002739 metals Chemical class 0.000 claims description 5
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- 239000010410 layer Substances 0.000 description 335
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- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 120
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- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 39
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- 238000003786 synthesis reaction Methods 0.000 description 38
- 238000005481 NMR spectroscopy Methods 0.000 description 37
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- JKQOBWVOAYFWKG-UHFFFAOYSA-N molybdenum trioxide Chemical compound O=[Mo](=O)=O JKQOBWVOAYFWKG-UHFFFAOYSA-N 0.000 description 36
- 238000000034 method Methods 0.000 description 33
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 31
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 31
- 238000001704 evaporation Methods 0.000 description 28
- 239000000706 filtrate Substances 0.000 description 28
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 27
- -1 dibenzofuranyl Chemical group 0.000 description 27
- 239000000843 powder Substances 0.000 description 27
- 238000001308 synthesis method Methods 0.000 description 27
- 238000000862 absorption spectrum Methods 0.000 description 26
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- 239000000243 solution Substances 0.000 description 23
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 22
- 238000002834 transmittance Methods 0.000 description 21
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 20
- 238000004809 thin layer chromatography Methods 0.000 description 20
- 229910052757 nitrogen Inorganic materials 0.000 description 19
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- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 16
- CUJRVFIICFDLGR-UHFFFAOYSA-N acetylacetonate Chemical compound CC(=O)[CH-]C(C)=O CUJRVFIICFDLGR-UHFFFAOYSA-N 0.000 description 16
- 239000012298 atmosphere Substances 0.000 description 16
- 230000008020 evaporation Effects 0.000 description 16
- MILUBEOXRNEUHS-UHFFFAOYSA-N iridium(3+) Chemical compound [Ir+3] MILUBEOXRNEUHS-UHFFFAOYSA-N 0.000 description 16
- 238000003756 stirring Methods 0.000 description 16
- COIOYMYWGDAQPM-UHFFFAOYSA-N tris(2-methylphenyl)phosphane Chemical compound CC1=CC=CC=C1P(C=1C(=CC=CC=1)C)C1=CC=CC=C1C COIOYMYWGDAQPM-UHFFFAOYSA-N 0.000 description 16
- 238000002156 mixing Methods 0.000 description 15
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- POILWHVDKZOXJZ-ARJAWSKDSA-M (z)-4-oxopent-2-en-2-olate Chemical compound C\C([O-])=C\C(C)=O POILWHVDKZOXJZ-ARJAWSKDSA-M 0.000 description 14
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- YJVFFLUZDVXJQI-UHFFFAOYSA-L palladium(ii) acetate Chemical compound [Pd+2].CC([O-])=O.CC([O-])=O YJVFFLUZDVXJQI-UHFFFAOYSA-L 0.000 description 13
- 239000007787 solid Substances 0.000 description 13
- 238000012360 testing method Methods 0.000 description 13
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 12
- IYYZUPMFVPLQIF-UHFFFAOYSA-N dibenzothiophene Chemical compound C1=CC=C2C3=CC=CC=C3SC2=C1 IYYZUPMFVPLQIF-UHFFFAOYSA-N 0.000 description 12
- 238000001362 electron spin resonance spectrum Methods 0.000 description 12
- 229910052760 oxygen Inorganic materials 0.000 description 12
- 239000001301 oxygen Substances 0.000 description 12
- 239000000725 suspension Substances 0.000 description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 12
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Substances C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 11
- 229910052799 carbon Inorganic materials 0.000 description 11
- 238000010438 heat treatment Methods 0.000 description 11
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 11
- 235000019341 magnesium sulphate Nutrition 0.000 description 11
- 239000012046 mixed solvent Substances 0.000 description 11
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 10
- 239000007864 aqueous solution Substances 0.000 description 10
- 238000004768 lowest unoccupied molecular orbital Methods 0.000 description 10
- HCWCAKKEBCNQJP-UHFFFAOYSA-N magnesium orthosilicate Chemical compound [Mg+2].[Mg+2].[O-][Si]([O-])([O-])[O-] HCWCAKKEBCNQJP-UHFFFAOYSA-N 0.000 description 10
- 239000000391 magnesium silicate Substances 0.000 description 10
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- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical compound N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 description 10
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- 238000004435 EPR spectroscopy Methods 0.000 description 9
- 229910052782 aluminium Inorganic materials 0.000 description 9
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 9
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 9
- 239000000969 carrier Substances 0.000 description 9
- 238000002425 crystallisation Methods 0.000 description 9
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- DHDHJYNTEFLIHY-UHFFFAOYSA-N 4,7-diphenyl-1,10-phenanthroline Chemical compound C1=CC=CC=C1C1=CC=NC2=C1C=CC1=C(C=3C=CC=CC=3)C=CN=C21 DHDHJYNTEFLIHY-UHFFFAOYSA-N 0.000 description 8
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- 239000005909 Kieselgur Substances 0.000 description 8
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 8
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 8
- 238000004587 chromatography analysis Methods 0.000 description 8
- 238000010549 co-Evaporation Methods 0.000 description 8
- LXNAVEXFUKBNMK-UHFFFAOYSA-N palladium(II) acetate Substances [Pd].CC(O)=O.CC(O)=O LXNAVEXFUKBNMK-UHFFFAOYSA-N 0.000 description 8
- YNPNZTXNASCQKK-UHFFFAOYSA-N phenanthrene Chemical group C1=CC=C2C3=CC=CC=C3C=CC2=C1 YNPNZTXNASCQKK-UHFFFAOYSA-N 0.000 description 8
- 238000000746 purification Methods 0.000 description 8
- 238000000859 sublimation Methods 0.000 description 8
- 230000008022 sublimation Effects 0.000 description 8
- OOKRYIPMHLUQHU-UHFFFAOYSA-N 9-(4-bromophenyl)-9-phenylfluorene Chemical compound C1=CC(Br)=CC=C1C1(C=2C=CC=CC=2)C2=CC=CC=C2C2=CC=CC=C21 OOKRYIPMHLUQHU-UHFFFAOYSA-N 0.000 description 7
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- PQXKHYXIUOZZFA-UHFFFAOYSA-M lithium fluoride Chemical compound [Li+].[F-] PQXKHYXIUOZZFA-UHFFFAOYSA-M 0.000 description 7
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- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 7
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- ODHXBMXNKOYIBV-UHFFFAOYSA-N triphenylamine Chemical compound C1=CC=CC=C1N(C=1C=CC=CC=1)C1=CC=CC=C1 ODHXBMXNKOYIBV-UHFFFAOYSA-N 0.000 description 7
- 0 CCC*1c(C=C)c(C=C(C(CC(C)/C=N/CC(CC=C2)*(S)=C2[S-](C=C)=[N+]/C=*/C)*C)I(C)=C2)c2[n]1CC/C=C/C Chemical compound CCC*1c(C=C)c(C=C(C(CC(C)/C=N/CC(CC=C2)*(S)=C2[S-](C=C)=[N+]/C=*/C)*C)I(C)=C2)c2[n]1CC/C=C/C 0.000 description 6
- XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Chemical compound P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 description 6
- 238000004458 analytical method Methods 0.000 description 6
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- 125000004434 sulfur atom Chemical group 0.000 description 6
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- 239000011787 zinc oxide Substances 0.000 description 6
- JEYLGFCAZBGCMC-UHFFFAOYSA-N 3-(4-bromophenyl)-9-phenylcarbazole Chemical compound C1=CC(Br)=CC=C1C1=CC=C(N(C=2C=CC=CC=2)C=2C3=CC=CC=2)C3=C1 JEYLGFCAZBGCMC-UHFFFAOYSA-N 0.000 description 5
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- 150000001342 alkaline earth metals Chemical class 0.000 description 5
- MWPLVEDNUUSJAV-UHFFFAOYSA-N anthracene Natural products C1=CC=CC2=CC3=CC=CC=C3C=C21 MWPLVEDNUUSJAV-UHFFFAOYSA-N 0.000 description 5
- 229910052786 argon Inorganic materials 0.000 description 5
- 150000001491 aromatic compounds Chemical class 0.000 description 5
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- GOXNHPQCCUVWRO-UHFFFAOYSA-N dibenzothiophen-4-ylboronic acid Chemical compound C12=CC=CC=C2SC2=C1C=CC=C2B(O)O GOXNHPQCCUVWRO-UHFFFAOYSA-N 0.000 description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-N hydrochloric acid Substances Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 5
- 229910003437 indium oxide Inorganic materials 0.000 description 5
- PJXISJQVUVHSOJ-UHFFFAOYSA-N indium(iii) oxide Chemical compound [O-2].[O-2].[O-2].[In+3].[In+3] PJXISJQVUVHSOJ-UHFFFAOYSA-N 0.000 description 5
- AMGQUBHHOARCQH-UHFFFAOYSA-N indium;oxotin Chemical compound [In].[Sn]=O AMGQUBHHOARCQH-UHFFFAOYSA-N 0.000 description 5
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- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 5
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- RVTNHUBWDWSZKX-UHFFFAOYSA-N 4-[3-[3-(9-phenylfluoren-9-yl)phenyl]phenyl]dibenzofuran Chemical compound C1=CC=CC=C1C1(C=2C=C(C=CC=2)C=2C=C(C=CC=2)C=2C=3OC4=CC=CC=C4C=3C=CC=2)C2=CC=CC=C2C2=CC=CC=C21 RVTNHUBWDWSZKX-UHFFFAOYSA-N 0.000 description 4
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 description 4
- MZRVEZGGRBJDDB-UHFFFAOYSA-N N-Butyllithium Chemical compound [Li]CCCC MZRVEZGGRBJDDB-UHFFFAOYSA-N 0.000 description 4
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 4
- NRTOMJZYCJJWKI-UHFFFAOYSA-N Titanium nitride Chemical compound [Ti]#N NRTOMJZYCJJWKI-UHFFFAOYSA-N 0.000 description 4
- 238000002835 absorbance Methods 0.000 description 4
- 229910052783 alkali metal Inorganic materials 0.000 description 4
- 150000001340 alkali metals Chemical class 0.000 description 4
- 125000005577 anthracene group Chemical group 0.000 description 4
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 4
- 230000004888 barrier function Effects 0.000 description 4
- 239000002585 base Substances 0.000 description 4
- 235000010290 biphenyl Nutrition 0.000 description 4
- 230000000295 complement effect Effects 0.000 description 4
- 150000004696 coordination complex Chemical class 0.000 description 4
- 238000000151 deposition Methods 0.000 description 4
- 230000005684 electric field Effects 0.000 description 4
- RBTARNINKXHZNM-UHFFFAOYSA-K iron trichloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 description 4
- 239000003446 ligand Substances 0.000 description 4
- FUJCRWPEOMXPAD-UHFFFAOYSA-N lithium oxide Chemical compound [Li+].[Li+].[O-2] FUJCRWPEOMXPAD-UHFFFAOYSA-N 0.000 description 4
- 229910001947 lithium oxide Inorganic materials 0.000 description 4
- 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 4
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- 229920006395 saturated elastomer Polymers 0.000 description 4
- 239000011780 sodium chloride Substances 0.000 description 4
- MFRIHAYPQRLWNB-UHFFFAOYSA-N sodium tert-butoxide Chemical compound [Na+].CC(C)(C)[O-] MFRIHAYPQRLWNB-UHFFFAOYSA-N 0.000 description 4
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- 229930192474 thiophene Natural products 0.000 description 1
- LLVONELOQJAYBZ-UHFFFAOYSA-N tin(ii) phthalocyanine Chemical compound N1=C(C2=CC=CC=C2C2=NC=3C4=CC=CC=C4C(=N4)N=3)N2[Sn]N2C4=C(C=CC=C3)C3=C2N=C2C3=CC=CC=C3C1=N2 LLVONELOQJAYBZ-UHFFFAOYSA-N 0.000 description 1
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- DTQVDTLACAAQTR-UHFFFAOYSA-N trifluoroacetic acid Substances OC(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-N 0.000 description 1
- WRECIMRULFAWHA-UHFFFAOYSA-N trimethyl borate Chemical compound COB(OC)OC WRECIMRULFAWHA-UHFFFAOYSA-N 0.000 description 1
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- OYQCBJZGELKKPM-UHFFFAOYSA-N zinc indium(3+) oxygen(2-) Chemical compound [O-2].[Zn+2].[O-2].[In+3] OYQCBJZGELKKPM-UHFFFAOYSA-N 0.000 description 1
- YVTHLONGBIQYBO-UHFFFAOYSA-N zinc indium(3+) oxygen(2-) Chemical compound [O--].[Zn++].[In+3] YVTHLONGBIQYBO-UHFFFAOYSA-N 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K11/00—Luminescent, e.g. electroluminescent, chemiluminescent materials
- C09K11/06—Luminescent, e.g. electroluminescent, chemiluminescent materials containing organic luminescent materials
-
- H—ELECTRICITY
- H05—ELECTRIC TECHNIQUES NOT OTHERWISE PROVIDED FOR
- H05B—ELECTRIC HEATING; ELECTRIC LIGHT SOURCES NOT OTHERWISE PROVIDED FOR; CIRCUIT ARRANGEMENTS FOR ELECTRIC LIGHT SOURCES, IN GENERAL
- H05B33/00—Electroluminescent light sources
- H05B33/12—Light sources with substantially two-dimensional radiating surfaces
- H05B33/14—Light sources with substantially two-dimensional radiating surfaces characterised by the chemical or physical composition or the arrangement of the electroluminescent material, or by the simultaneous addition of the electroluminescent material in or onto the light source
-
- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K50/00—Organic light-emitting devices
- H10K50/10—OLEDs or polymer light-emitting diodes [PLED]
- H10K50/11—OLEDs or polymer light-emitting diodes [PLED] characterised by the electroluminescent [EL] layers
- H10K50/125—OLEDs or polymer light-emitting diodes [PLED] characterised by the electroluminescent [EL] layers specially adapted for multicolour light emission, e.g. for emitting white light
- H10K50/13—OLEDs or polymer light-emitting diodes [PLED] characterised by the electroluminescent [EL] layers specially adapted for multicolour light emission, e.g. for emitting white light comprising stacked EL layers within one EL unit
-
- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K85/00—Organic materials used in the body or electrodes of devices covered by this subclass
- H10K85/60—Organic compounds having low molecular weight
- H10K85/615—Polycyclic condensed aromatic hydrocarbons, e.g. anthracene
-
- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K85/00—Organic materials used in the body or electrodes of devices covered by this subclass
- H10K85/60—Organic compounds having low molecular weight
- H10K85/649—Aromatic compounds comprising a hetero atom
- H10K85/657—Polycyclic condensed heteroaromatic hydrocarbons
-
- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K85/00—Organic materials used in the body or electrodes of devices covered by this subclass
- H10K85/60—Organic compounds having low molecular weight
- H10K85/649—Aromatic compounds comprising a hetero atom
- H10K85/657—Polycyclic condensed heteroaromatic hydrocarbons
- H10K85/6572—Polycyclic condensed heteroaromatic hydrocarbons comprising only nitrogen in the heteroaromatic polycondensed ring system, e.g. phenanthroline or carbazole
-
- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K85/00—Organic materials used in the body or electrodes of devices covered by this subclass
- H10K85/60—Organic compounds having low molecular weight
- H10K85/649—Aromatic compounds comprising a hetero atom
- H10K85/657—Polycyclic condensed heteroaromatic hydrocarbons
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Families Citing this family (38)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR20180081182A (ko) | 2010-09-10 | 2018-07-13 | 가부시키가이샤 한도오따이 에네루기 켄큐쇼 | 발광 소자 및 전자기기 |
| EP2433929B1 (en) | 2010-09-27 | 2013-10-23 | Semiconductor Energy Laboratory Co, Ltd. | Organic Compound, Light-Emitting Element, Light-Emitting Device, Electronic Device, and Lighting Device |
| US9133173B2 (en) * | 2010-10-15 | 2015-09-15 | Semiconductor Energy Laboratory Co., Ltd. | Carbazole compound, material for light-emitting element, organic semiconductor material, light-emitting element |
| KR101950363B1 (ko) | 2010-10-29 | 2019-02-20 | 가부시키가이샤 한도오따이 에네루기 켄큐쇼 | 페난트렌 화합물, 발광 소자, 발광 장치, 전자 기기, 및 조명 장치 |
| KR101910030B1 (ko) | 2010-11-30 | 2018-10-19 | 가부시키가이샤 한도오따이 에네루기 켄큐쇼 | 벤조옥사졸 유도체, 발광 소자, 발광 장치, 전자기기 및 조명 장치 |
| EP2503618B1 (en) | 2011-03-23 | 2014-01-01 | Semiconductor Energy Laboratory Co., Ltd. | Composite material, light-emitting element, light-emitting device, electronic device, and lighting device |
| TWI602334B (zh) * | 2011-05-13 | 2017-10-11 | 半導體能源研究所股份有限公司 | 發光元件及發光裝置 |
| DE102012208235B4 (de) * | 2012-05-16 | 2021-05-12 | Osram Oled Gmbh | Optoelektronisches Bauelement und Verfahren zum Herstellen eines optoelektronischen Bauelements |
| WO2013183851A1 (ko) * | 2012-06-04 | 2013-12-12 | (주)피엔에이치테크 | 새로운 유기전계발광소자용 화합물 및 그를 포함하는 유기전계발광소자 |
| KR20130136359A (ko) * | 2012-06-04 | 2013-12-12 | (주)피엔에이치테크 | 새로운 유기전계발광소자용 화합물 및 그를 포함하는 유기전계발광소자 |
| WO2014141725A1 (ja) | 2013-03-15 | 2014-09-18 | 出光興産株式会社 | アントラセン誘導体及びそれを用いた有機エレクトロルミネッセンス素子 |
| KR102146105B1 (ko) * | 2013-06-13 | 2020-08-20 | 엘지디스플레이 주식회사 | 청색 인광 화합물 및 이를 사용한 유기전계발광소자 |
| CN104282836B (zh) * | 2013-07-09 | 2017-04-05 | 吉林师范大学 | 掺杂Ag2O的Cs2CO3薄层结构的有机电致发光器件 |
| CN103367653B (zh) * | 2013-07-10 | 2016-02-03 | 上海和辉光电有限公司 | 倒置型有机发光二极管显示器件及其制备方法 |
| DE102013110037B4 (de) * | 2013-09-12 | 2018-05-09 | Osram Oled Gmbh | Verfahren zum Herstellen eines optoelektronischen Bauelementes |
| US9825230B2 (en) * | 2014-04-25 | 2017-11-21 | Semiconductor Energy Laboratory Co., Ltd. | Heterocyclic compound, light-emitting element, light-emitting device, electronic appliance, and lighting device |
| CN105503518A (zh) * | 2014-10-14 | 2016-04-20 | 上海华显新材料科技有限公司 | 高纯度2-溴三亚苯的制备方法 |
| CN104282840B (zh) * | 2014-10-29 | 2017-07-07 | 中国科学院长春应用化学研究所 | 一种黄色有机电致发光器件及其制备方法 |
| US10644247B2 (en) | 2015-02-06 | 2020-05-05 | Universal Display Corporation | Organic electroluminescent materials and devices |
| KR102610370B1 (ko) * | 2015-05-18 | 2023-12-05 | 메르크 파텐트 게엠베하 | 유기 전계발광 소자용 물질 |
| CN107615504B (zh) * | 2015-05-29 | 2020-07-21 | 索尼半导体解决方案公司 | 光电转换元件和固体摄像装置 |
| US20170062749A1 (en) * | 2015-09-01 | 2017-03-02 | Semiconductor Energy Laboratory Co., Ltd. | Light-Emitting Element, Light-Emitting Device, Electronic Device, and Lighting Device |
| JP6850261B2 (ja) * | 2015-12-17 | 2021-03-31 | 株式会社半導体エネルギー研究所 | 発光素子、発光装置、電子機器および照明装置 |
| US11189778B2 (en) * | 2016-03-07 | 2021-11-30 | Ricoh Company, Ltd. | Element, cell, and power generation device |
| CN119403354A (zh) | 2017-05-19 | 2025-02-07 | 株式会社半导体能源研究所 | 电子器件、发光装置、电子设备及照明装置 |
| WO2019053559A1 (ja) | 2017-09-12 | 2019-03-21 | 株式会社半導体エネルギー研究所 | 発光素子、発光装置、電子機器、および照明装置 |
| JP7345456B2 (ja) | 2018-05-17 | 2023-09-15 | 株式会社半導体エネルギー研究所 | 電子デバイス及び有機化合物 |
| JPWO2019234562A1 (ja) | 2018-06-06 | 2021-07-15 | 株式会社半導体エネルギー研究所 | 発光装置、表示装置および電子機器 |
| WO2020015029A1 (zh) * | 2018-07-18 | 2020-01-23 | 北京大学深圳研究生院 | 一种半导体材料及其制备方法与应用 |
| CN114300628A (zh) * | 2018-10-10 | 2022-04-08 | 株式会社半导体能源研究所 | 发光器件、发光装置、电子设备及照明装置 |
| US12344602B2 (en) | 2018-11-16 | 2025-07-01 | Semiconductor Energy Laboratory Co., Ltd. | Organic compound, EL device, light-emitting apparatus, electronic appliance, lighting device, and electronic device |
| GB2579807A (en) * | 2018-12-14 | 2020-07-08 | Sumitomo Chemical Co | Composition and organic light-emitting device |
| DE112020000691T5 (de) | 2019-02-06 | 2021-10-21 | Semiconductor Energy Laboratory Co., Ltd. | Licht emittierende Vorrichtung, Licht emittierende Einrichtung, elektronisches Gerät, Anzeigevorrichtung und Beleuchtungsvorrichtung |
| WO2020178660A1 (ja) | 2019-03-07 | 2020-09-10 | 株式会社半導体エネルギー研究所 | 発光デバイス |
| US11903232B2 (en) | 2019-03-07 | 2024-02-13 | Semiconductor Energy Laboratory Co., Ltd. | Light-emitting device comprising charge-generation layer between light-emitting units |
| CN112542553B (zh) * | 2019-09-20 | 2023-03-21 | Tcl科技集团股份有限公司 | 一种复合物及其制备方法与量子点发光二极管 |
| KR20210056259A (ko) | 2019-11-08 | 2021-05-18 | 가부시키가이샤 한도오따이 에네루기 켄큐쇼 | 발광 장치, 전자 기기, 및 조명 장치 |
| JP7261729B2 (ja) * | 2019-12-04 | 2023-04-20 | 住友化学株式会社 | 高分子化合物及びそれを用いた発光素子 |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1735298A (zh) * | 2004-08-04 | 2006-02-15 | 株式会社半导体能源研究所 | 发光元件、显示器件及电子器具 |
| CN101331626A (zh) * | 2005-12-15 | 2008-12-24 | 出光兴产株式会社 | 有机电致发光元件用材料及使用其的有机电致发光元件 |
| US7651791B2 (en) * | 2005-12-15 | 2010-01-26 | Idemitsu Kosan Co., Ltd. | Material for organic electroluminescence device and electroluminescence device employing the same |
Family Cites Families (70)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7014A (en) * | 1850-01-15 | Folding bedstead | ||
| JP2926845B2 (ja) | 1990-03-23 | 1999-07-28 | 日本電気株式会社 | 有機薄膜ｅｌ素子 |
| JP2824411B2 (ja) | 1995-08-25 | 1998-11-11 | 株式会社豊田中央研究所 | 有機薄膜発光素子 |
| JPH10270171A (ja) | 1997-01-27 | 1998-10-09 | Junji Kido | 有機エレクトロルミネッセント素子 |
| US5989737A (en) | 1997-02-27 | 1999-11-23 | Xerox Corporation | Organic electroluminescent devices |
| JPH11251067A (ja) | 1998-03-02 | 1999-09-17 | Junji Kido | 有機エレクトロルミネッセント素子 |
| JPH11307259A (ja) | 1998-04-23 | 1999-11-05 | Tdk Corp | 有機ｅｌ素子 |
| JP5358050B2 (ja) | 1998-06-26 | 2013-12-04 | 出光興産株式会社 | 発光装置 |
| US6172459B1 (en) | 1998-07-28 | 2001-01-09 | Eastman Kodak Company | Electron-injecting layer providing a modified interface between an organic light-emitting structure and a cathode buffer layer |
| JP4255039B2 (ja) * | 1999-01-27 | 2009-04-15 | Ｔｄｋ株式会社 | 有機ｅｌ素子 |
| KR20010050711A (ko) | 1999-09-29 | 2001-06-15 | 준지 키도 | 유기전계발광소자, 유기전계발광소자그룹 및 이런소자들의 발광스펙트럼의 제어방법 |
| JP2002308837A (ja) * | 2001-04-05 | 2002-10-23 | Fuji Photo Film Co Ltd | 新規化合物、およびそれを用いた発光素子 |
| US7141817B2 (en) | 2001-11-30 | 2006-11-28 | Semiconductor Energy Laboratory Co., Ltd. | Light emitting device |
| JP3933591B2 (ja) | 2002-03-26 | 2007-06-20 | 淳二 城戸 | 有機エレクトロルミネッセント素子 |
| US7158161B2 (en) | 2002-09-20 | 2007-01-02 | Matsushita Electric Industrial Co., Ltd. | Organic electroluminescence element and an exposure unit and image-forming apparatus both using the element |
| JP2004319136A (ja) * | 2003-04-11 | 2004-11-11 | Mitsubishi Gas Chem Co Inc | 有機ｅｌ素子 |
| JP4624653B2 (ja) | 2003-05-20 | 2011-02-02 | 出光興産株式会社 | 有機エレクトロルミネッセンス素子及び表示装置 |
| JP2005026121A (ja) | 2003-07-03 | 2005-01-27 | Fujitsu Ltd | 有機ｅｌ素子及びその製造方法並びに有機ｅｌディスプレイ |
| TWI407829B (zh) | 2003-09-26 | 2013-09-01 | Semiconductor Energy Lab | 發光元件和其製法 |
| JP4476594B2 (ja) | 2003-10-17 | 2010-06-09 | 淳二 城戸 | 有機エレクトロルミネッセント素子 |
| JP4683829B2 (ja) | 2003-10-17 | 2011-05-18 | 淳二 城戸 | 有機エレクトロルミネッセント素子及びその製造方法 |
| JP4243237B2 (ja) | 2003-11-10 | 2009-03-25 | 淳二 城戸 | 有機素子、有機ｅｌ素子、有機太陽電池、及び、有機ｆｅｔ構造、並びに、有機素子の製造方法 |
| JP4300176B2 (ja) | 2003-11-13 | 2009-07-22 | ローム株式会社 | 有機エレクトロルミネッセント素子 |
| US7605534B2 (en) * | 2003-12-02 | 2009-10-20 | Semiconductor Energy Laboratory Co., Ltd. | Light-emitting element having metal oxide and light-emitting device using the same |
| JP2005190998A (ja) * | 2003-12-02 | 2005-07-14 | Semiconductor Energy Lab Co Ltd | 発光素子およびそれを用いた発光装置 |
| US7785718B2 (en) | 2003-12-16 | 2010-08-31 | Panasonic Corporation | Organic electroluminescent device and method for manufacturing the same |
| US7598670B2 (en) | 2004-05-21 | 2009-10-06 | Semiconductor Energy Laboratory Co., Ltd. | Light emitting element and light emitting device |
| JP4925569B2 (ja) | 2004-07-08 | 2012-04-25 | ローム株式会社 | 有機エレクトロルミネッセント素子 |
| JP4684042B2 (ja) * | 2004-08-04 | 2011-05-18 | 株式会社半導体エネルギー研究所 | 発光素子、発光装置および電子機器 |
| US7504769B2 (en) * | 2004-12-16 | 2009-03-17 | E. I. Du Pont De Nemours + Company | Aromatic chalcogen compounds and their use |
| EP1866983A4 (en) | 2005-02-28 | 2009-10-21 | Semiconductor Energy Lab | COMPOSITE MATERIAL AND ITS USE IN A LIGHT-EMITTING ELEMENT, A LIGHT-EMITTING DEVICE AND AN ELECTRONIC DEVICE |
| EP1867080A4 (en) | 2005-03-23 | 2009-08-12 | Semiconductor Energy Lab | COMPOSITE MATERIAL, MATERIAL FOR A LIGHT-EMITTING ELEMENT, LIGHT-EMITTING ELEMENT, LIGHT-EMITTING EQUIPMENT AND ELECTRONIC EQUIPMENT |
| JP2006278419A (ja) * | 2005-03-28 | 2006-10-12 | Osaka Univ | 有機エレクトロルミネッセンス素子 |
| KR101296712B1 (ko) | 2005-04-21 | 2013-08-20 | 가부시키가이샤 한도오따이 에네루기 켄큐쇼 | 발광 장치 및 전자 장치 |
| JP5314834B2 (ja) | 2005-04-21 | 2013-10-16 | 株式会社半導体エネルギー研究所 | 発光素子、発光装置、照明装置および電子機器 |
| US8586204B2 (en) | 2007-12-28 | 2013-11-19 | Universal Display Corporation | Phosphorescent emitters and host materials with improved stability |
| JP5072271B2 (ja) * | 2005-06-22 | 2012-11-14 | 株式会社半導体エネルギー研究所 | 発光装置、及びそれを用いた電子機器 |
| JP4807013B2 (ja) * | 2005-09-02 | 2011-11-02 | 東レ株式会社 | 発光素子材料および発光素子 |
| JP4947955B2 (ja) * | 2005-11-04 | 2012-06-06 | 三洋電機株式会社 | ジベンゾチオフェン誘導体及びそれらを用いた有機エレクトロルミネッセンス素子 |
| JP2007169581A (ja) * | 2005-11-25 | 2007-07-05 | Toray Ind Inc | 発光素子材料および発光素子 |
| JP5078329B2 (ja) * | 2005-11-30 | 2012-11-21 | 株式会社半導体エネルギー研究所 | 発光素子、発光装置並びに電子機器 |
| JP5055818B2 (ja) * | 2006-04-19 | 2012-10-24 | コニカミノルタホールディングス株式会社 | 有機エレクトロルミネッセンス素子材料、有機エレクトロルミネッセンス素子、表示装置及び照明装置 |
| JP2007335737A (ja) * | 2006-06-16 | 2007-12-27 | Matsushita Electric Ind Co Ltd | 有機エレクトロルミネッセント素子およびその製造方法 |
| US20070290604A1 (en) * | 2006-06-16 | 2007-12-20 | Matsushita Electric Industrial Co., Ltd. | Organic electroluminescent device and method of producing the same |
| JP2008112904A (ja) * | 2006-10-31 | 2008-05-15 | Idemitsu Kosan Co Ltd | 有機エレクトロルミネッセンス素子 |
| KR101118808B1 (ko) | 2006-12-28 | 2012-03-22 | 유니버셜 디스플레이 코포레이션 | 긴 수명의 인광 유기 발광 소자(ｏｌｅｄ) 구조체 |
| US7989802B2 (en) | 2007-03-07 | 2011-08-02 | Toray Industries, Inc. | Light emitting device material and light emitting device |
| WO2008143019A1 (en) * | 2007-05-17 | 2008-11-27 | Semiconductor Energy Laboratory Co., Ltd. | Triazole derivative, and light-emitting element, light-emitting device, and electronic device with the use of triazole derivative |
| US20080314965A1 (en) | 2007-06-23 | 2008-12-25 | Roberts Mark D | System and method for authentication of engineering notebook support information |
| JP5722036B2 (ja) | 2007-08-08 | 2015-05-20 | ユニバーサル ディスプレイ コーポレイション | リン光発光ダイオード中の単一トリフェニレン発色団 |
| KR101565724B1 (ko) | 2007-08-08 | 2015-11-03 | 유니버셜 디스플레이 코포레이션 | 트리페닐렌기를 포함하는 벤조 융합 티오펜 또는 벤조 융합 푸란 화합물 |
| US20090153034A1 (en) | 2007-12-13 | 2009-06-18 | Universal Display Corporation | Carbazole-containing materials in phosphorescent light emittinig diodes |
| EP2075850A3 (en) | 2007-12-28 | 2011-08-24 | Semiconductor Energy Laboratory Co, Ltd. | Photoelectric conversion device and manufacturing method thereof |
| WO2009085344A2 (en) | 2007-12-28 | 2009-07-09 | Universal Display Corporation | Dibenzothiophene-containing materials in phosphorescent light emitting diodes |
| US8221905B2 (en) | 2007-12-28 | 2012-07-17 | Universal Display Corporation | Carbazole-containing materials in phosphorescent light emitting diodes |
| KR101520285B1 (ko) * | 2008-05-16 | 2015-05-14 | 가부시키가이샤 한도오따이 에네루기 켄큐쇼 | 발광소자 및 전자기기 |
| JP5690482B2 (ja) | 2008-12-01 | 2015-03-25 | 株式会社半導体エネルギー研究所 | 発光素子、発光装置および照明装置 |
| JP5382426B2 (ja) | 2009-03-25 | 2014-01-08 | Ｎｋワークス株式会社 | 注文装置 |
| CN105742515A (zh) * | 2009-05-29 | 2016-07-06 | 株式会社半导体能源研究所 | 发光元件、发光装置、照明装置以及电子设备 |
| JP2011009205A (ja) | 2009-05-29 | 2011-01-13 | Semiconductor Energy Lab Co Ltd | 発光素子、発光装置及びその作製方法 |
| KR101691395B1 (ko) | 2009-09-04 | 2017-01-02 | 가부시키가이샤 한도오따이 에네루기 켄큐쇼 | 발광 소자, 발광 장치, 및 이의 제조방법 |
| US8771840B2 (en) | 2009-11-13 | 2014-07-08 | Semiconductor Energy Laboratory Co., Ltd. | Heterocyclic compound, light-emitting element, light-emitting device, electronic device, and lighting device |
| JP2011139044A (ja) | 2009-12-01 | 2011-07-14 | Semiconductor Energy Lab Co Ltd | 発光素子、発光装置、電子機器、および照明装置 |
| JP2011122827A (ja) | 2009-12-08 | 2011-06-23 | Ihi Inspection & Instrumentation Co Ltd | アレイ探触子の測定方法及びその測定装置 |
| EP2428512B1 (en) | 2010-09-08 | 2014-10-22 | Semiconductor Energy Laboratory Co., Ltd. | Fluorene compound, light-emitting element, light-emitting device, electronic device and lighting device |
| JP5815341B2 (ja) | 2010-09-09 | 2015-11-17 | 株式会社半導体エネルギー研究所 | 複素環化合物 |
| KR20180081182A (ko) | 2010-09-10 | 2018-07-13 | 가부시키가이샤 한도오따이 에네루기 켄큐쇼 | 발광 소자 및 전자기기 |
| JP5623996B2 (ja) | 2010-09-21 | 2014-11-12 | 株式会社半導体エネルギー研究所 | カルバゾール誘導体 |
| US9133173B2 (en) | 2010-10-15 | 2015-09-15 | Semiconductor Energy Laboratory Co., Ltd. | Carbazole compound, material for light-emitting element, organic semiconductor material, light-emitting element |
| KR101950363B1 (ko) | 2010-10-29 | 2019-02-20 | 가부시키가이샤 한도오따이 에네루기 켄큐쇼 | 페난트렌 화합물, 발광 소자, 발광 장치, 전자 기기, 및 조명 장치 |
-
2011
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- 2011-09-09 DE DE112011103341.9T patent/DE112011103341B4/de active Active
- 2011-09-09 WO PCT/JP2011/071165 patent/WO2012046560A1/en not_active Ceased
- 2011-09-09 CN CN201180048041.2A patent/CN103154187B/zh not_active Expired - Fee Related
- 2011-09-09 CN CN201510244010.4A patent/CN104934535B/zh active Active
- 2011-09-23 US US13/241,694 patent/US9496505B2/en not_active Expired - Fee Related
- 2011-09-26 TW TW100134615A patent/TWI565701B/zh active
- 2011-10-04 JP JP2011219738A patent/JP2013012698A/ja not_active Withdrawn
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2015
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2016
- 2016-07-06 JP JP2016133870A patent/JP6220424B2/ja active Active
- 2016-11-08 US US15/346,190 patent/US20170054088A1/en not_active Abandoned
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2017
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2020
- 2020-12-30 US US17/137,620 patent/US20210151694A1/en not_active Abandoned
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1735298A (zh) * | 2004-08-04 | 2006-02-15 | 株式会社半导体能源研究所 | 发光元件、显示器件及电子器具 |
| CN101331626A (zh) * | 2005-12-15 | 2008-12-24 | 出光兴产株式会社 | 有机电致发光元件用材料及使用其的有机电致发光元件 |
| US7651791B2 (en) * | 2005-12-15 | 2010-01-26 | Idemitsu Kosan Co., Ltd. | Material for organic electroluminescence device and electroluminescence device employing the same |
Also Published As
| Publication number | Publication date |
|---|---|
| US20210151694A1 (en) | 2021-05-20 |
| CN103154187A (zh) | 2013-06-12 |
| JP2016174190A (ja) | 2016-09-29 |
| CN104934535A (zh) | 2015-09-23 |
| JP6608895B2 (ja) | 2019-11-20 |
| TWI565701B (zh) | 2017-01-11 |
| KR101912675B1 (ko) | 2018-10-29 |
| JP2015119191A (ja) | 2015-06-25 |
| JP6220424B2 (ja) | 2017-10-25 |
| JP2018006772A (ja) | 2018-01-11 |
| DE112011103341T5 (de) | 2013-07-25 |
| KR20130120473A (ko) | 2013-11-04 |
| CN103154187B (zh) | 2015-06-17 |
| WO2012046560A1 (en) | 2012-04-12 |
| US20170054088A1 (en) | 2017-02-23 |
| JP5969063B2 (ja) | 2016-08-10 |
| TW201229046A (en) | 2012-07-16 |
| DE112011103341B4 (de) | 2024-02-22 |
| US9496505B2 (en) | 2016-11-15 |
| US20120080667A1 (en) | 2012-04-05 |
| JP2013012698A (ja) | 2013-01-17 |
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