WO2017188676A1 - Composé pour élément électronique organique, élément électronique organique le mettant en œuvre et dispositif électronique associé - Google Patents
Composé pour élément électronique organique, élément électronique organique le mettant en œuvre et dispositif électronique associé Download PDFInfo
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- WO2017188676A1 WO2017188676A1 PCT/KR2017/004320 KR2017004320W WO2017188676A1 WO 2017188676 A1 WO2017188676 A1 WO 2017188676A1 KR 2017004320 W KR2017004320 W KR 2017004320W WO 2017188676 A1 WO2017188676 A1 WO 2017188676A1
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- 150000001875 compounds Chemical class 0.000 title claims abstract description 123
- 239000000463 material Substances 0.000 claims abstract description 37
- 239000000203 mixture Substances 0.000 claims abstract description 11
- 125000003118 aryl group Chemical group 0.000 claims description 52
- 238000000034 method Methods 0.000 claims description 36
- 125000005842 heteroatom Chemical group 0.000 claims description 31
- 125000001424 substituent group Chemical group 0.000 claims description 31
- 125000000623 heterocyclic group Chemical group 0.000 claims description 29
- 125000000217 alkyl group Chemical group 0.000 claims description 27
- 125000004432 carbon atom Chemical group C* 0.000 claims description 23
- 229910052760 oxygen Inorganic materials 0.000 claims description 23
- 229910052717 sulfur Inorganic materials 0.000 claims description 20
- 125000003342 alkenyl group Chemical group 0.000 claims description 19
- 125000003545 alkoxy group Chemical group 0.000 claims description 19
- 238000002347 injection Methods 0.000 claims description 18
- 239000007924 injection Substances 0.000 claims description 18
- 239000011368 organic material Substances 0.000 claims description 18
- 125000001931 aliphatic group Chemical group 0.000 claims description 17
- 125000003983 fluorenyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3CC12)* 0.000 claims description 15
- YZCKVEUIGOORGS-OUBTZVSYSA-N Deuterium Chemical compound [2H] YZCKVEUIGOORGS-OUBTZVSYSA-N 0.000 claims description 14
- KYQCOXFCLRTKLS-UHFFFAOYSA-N Pyrazine Chemical compound C1=CN=CC=N1 KYQCOXFCLRTKLS-UHFFFAOYSA-N 0.000 claims description 14
- 229910052757 nitrogen Inorganic materials 0.000 claims description 14
- 230000005525 hole transport Effects 0.000 claims description 13
- 125000006736 (C6-C20) aryl group Chemical group 0.000 claims description 12
- 229910052799 carbon Inorganic materials 0.000 claims description 12
- 125000000304 alkynyl group Chemical group 0.000 claims description 11
- -1 fused ring group Chemical group 0.000 claims description 11
- 229910052698 phosphorus Inorganic materials 0.000 claims description 11
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- 125000000753 cycloalkyl group Chemical group 0.000 claims description 9
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- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 7
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- 125000003710 aryl alkyl group Chemical group 0.000 claims description 5
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- 125000003837 (C1-C20) alkyl group Chemical group 0.000 claims description 4
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- IPWKHHSGDUIRAH-UHFFFAOYSA-N bis(pinacolato)diboron Chemical compound O1C(C)(C)C(C)(C)OB1B1OC(C)(C)C(C)(C)O1 IPWKHHSGDUIRAH-UHFFFAOYSA-N 0.000 description 21
- KZPYGQFFRCFCPP-UHFFFAOYSA-N 1,1'-bis(diphenylphosphino)ferrocene Chemical compound [Fe+2].C1=CC=C[C-]1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=C[C-]1P(C=1C=CC=CC=1)C1=CC=CC=C1 KZPYGQFFRCFCPP-UHFFFAOYSA-N 0.000 description 19
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- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 6
- 238000006467 substitution reaction Methods 0.000 description 6
- QLILRKBRWXALIE-UHFFFAOYSA-N 3-nitropyridine Chemical compound [O-][N+](=O)C1=CC=CN=C1 QLILRKBRWXALIE-UHFFFAOYSA-N 0.000 description 5
- 238000005401 electroluminescence Methods 0.000 description 5
- GJBRNHKUVLOCEB-UHFFFAOYSA-N tert-butyl benzenecarboperoxoate Chemical compound CC(C)(C)OOC(=O)C1=CC=CC=C1 GJBRNHKUVLOCEB-UHFFFAOYSA-N 0.000 description 5
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- VVVPGLRKXQSQSZ-UHFFFAOYSA-N indolo[3,2-c]carbazole Chemical group C1=CC=CC2=NC3=C4C5=CC=CC=C5N=C4C=CC3=C21 VVVPGLRKXQSQSZ-UHFFFAOYSA-N 0.000 description 4
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- ITMCEJHCFYSIIV-UHFFFAOYSA-N triflic acid Chemical compound OS(=O)(=O)C(F)(F)F ITMCEJHCFYSIIV-UHFFFAOYSA-N 0.000 description 3
- NFHNRZDVWVUUKG-UHFFFAOYSA-N 2,3-dichlorobenzo[f]quinoxaline Chemical compound C1=CC=CC2=C(N=C(C(Cl)=N3)Cl)C3=CC=C21 NFHNRZDVWVUUKG-UHFFFAOYSA-N 0.000 description 2
- DVENPLHJIDSVCG-UHFFFAOYSA-N 2-iodonaphthalen-1-ol Chemical compound C1=CC=C2C(O)=C(I)C=CC2=C1 DVENPLHJIDSVCG-UHFFFAOYSA-N 0.000 description 2
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- 239000007864 aqueous solution Substances 0.000 description 2
- 125000005129 aryl carbonyl group Chemical group 0.000 description 2
- QARVLSVVCXYDNA-UHFFFAOYSA-N bromobenzene Chemical compound BrC1=CC=CC=C1 QARVLSVVCXYDNA-UHFFFAOYSA-N 0.000 description 2
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- 125000006649 (C2-C20) alkynyl group Chemical group 0.000 description 1
- JYEUMXHLPRZUAT-UHFFFAOYSA-N 1,2,3-triazine Chemical compound C1=CN=NN=C1 JYEUMXHLPRZUAT-UHFFFAOYSA-N 0.000 description 1
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- SWJPEBQEEAHIGZ-UHFFFAOYSA-N 1,4-dibromobenzene Chemical compound BrC1=CC=C(Br)C=C1 SWJPEBQEEAHIGZ-UHFFFAOYSA-N 0.000 description 1
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- USYQKCQEVBFJRP-UHFFFAOYSA-N 1-bromo-3-phenylbenzene Chemical group BrC1=CC=CC(C=2C=CC=CC=2)=C1 USYQKCQEVBFJRP-UHFFFAOYSA-N 0.000 description 1
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- CIVIFDDMHOKBGH-UHFFFAOYSA-N 1-bromothianthrene Chemical compound S1C2=CC=CC=C2SC2=C1C=CC=C2Br CIVIFDDMHOKBGH-UHFFFAOYSA-N 0.000 description 1
- CZUAHTZGRXIRIF-UHFFFAOYSA-N 1-iodo-2-methylsulfinylnaphthalene Chemical compound IC1=C(C=CC2=CC=CC=C12)S(=O)C CZUAHTZGRXIRIF-UHFFFAOYSA-N 0.000 description 1
- JEVGGOSILOIIHN-UHFFFAOYSA-N 1-iodonaphthalen-2-ol Chemical compound C1=CC=CC2=C(I)C(O)=CC=C21 JEVGGOSILOIIHN-UHFFFAOYSA-N 0.000 description 1
- 125000001637 1-naphthyl group Chemical group [H]C1=C([H])C([H])=C2C(*)=C([H])C([H])=C([H])C2=C1[H] 0.000 description 1
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- PVAQUBRHZGFBKS-UHFFFAOYSA-N 2,3-dichloro-[1]benzothiolo[2,3-b]pyrazine Chemical compound ClC=1N=C2C(=NC=1Cl)SC1=C2C=CC=C1 PVAQUBRHZGFBKS-UHFFFAOYSA-N 0.000 description 1
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- CRJISNQTZDMKQD-UHFFFAOYSA-N 2-bromodibenzofuran Chemical compound C1=CC=C2C3=CC(Br)=CC=C3OC2=C1 CRJISNQTZDMKQD-UHFFFAOYSA-N 0.000 description 1
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- BZACVMXZBPWGKL-UHFFFAOYSA-N 2-iodo-3-methylsulfinylnaphthalene Chemical compound IC1=CC2=CC=CC=C2C=C1S(=O)C BZACVMXZBPWGKL-UHFFFAOYSA-N 0.000 description 1
- 125000001622 2-naphthyl group Chemical group [H]C1=C([H])C([H])=C2C([H])=C(*)C([H])=C([H])C2=C1[H] 0.000 description 1
- MROVZCRMXJZHCN-UHFFFAOYSA-N 3-[4-(aminomethyl)-6-(trifluoromethyl)pyridin-2-yl]oxy-N-(2-hydroxyethyl)benzamide Chemical compound NCC1=CC(=NC(=C1)C(F)(F)F)OC=1C=C(C(=O)NCCO)C=CC=1 MROVZCRMXJZHCN-UHFFFAOYSA-N 0.000 description 1
- LIDBMZYKSAXTQG-UHFFFAOYSA-N 3-[4-(aminomethyl)-6-(trifluoromethyl)pyridin-2-yl]oxy-N-(2-sulfamoylethyl)benzamide Chemical compound NCC1=CC(=NC(=C1)C(F)(F)F)OC=1C=C(C(=O)NCCS(N)(=O)=O)C=CC=1 LIDBMZYKSAXTQG-UHFFFAOYSA-N 0.000 description 1
- YGZZBMRZHXCZGI-UHFFFAOYSA-N 3-bromo-6-dibenzothiophen-3-ylnaphthalen-2-ol Chemical compound BrC=1C(=CC2=CC=C(C=C2C=1)C=1C=CC2=C(SC3=C2C=CC=C3)C=1)O YGZZBMRZHXCZGI-UHFFFAOYSA-N 0.000 description 1
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- ORYWNYKNTHPWDG-UHFFFAOYSA-N 3-iodonaphthalen-2-ol Chemical compound C1=CC=C2C=C(I)C(O)=CC2=C1 ORYWNYKNTHPWDG-UHFFFAOYSA-N 0.000 description 1
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- 125000004070 6 membered heterocyclic group Chemical group 0.000 description 1
- JQNHCWRFDZHLIZ-UHFFFAOYSA-N BrC1=CC=C(C2=CC=C(C=C12)C1=CC2=C(OC3=C2C=CC=C3)C=C1)B(O)O Chemical compound BrC1=CC=C(C2=CC=C(C=C12)C1=CC2=C(OC3=C2C=CC=C3)C=C1)B(O)O JQNHCWRFDZHLIZ-UHFFFAOYSA-N 0.000 description 1
- SUDJTVMSXXEQHU-UHFFFAOYSA-N Brc(cc1)cc([o]c2c3)c1c2ccc3-[n](c1ccccc11)c2c1c(cccc1)c1c1c2[s]c2ccc(cccc3)c3c12 Chemical compound Brc(cc1)cc([o]c2c3)c1c2ccc3-[n](c1ccccc11)c2c1c(cccc1)c1c1c2[s]c2ccc(cccc3)c3c12 SUDJTVMSXXEQHU-UHFFFAOYSA-N 0.000 description 1
- SCXUYRAERWBJAY-UHFFFAOYSA-N Brc1cc([s]c2c3c(cccc4)c4cc2)c3c2c1cccc2 Chemical compound Brc1cc([s]c2c3c(cccc4)c4cc2)c3c2c1cccc2 SCXUYRAERWBJAY-UHFFFAOYSA-N 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- 238000006443 Buchwald-Hartwig cross coupling reaction Methods 0.000 description 1
- SDVHQDQJBFVYPX-LWMIZPGFSA-N C(C1)C(Cc2c-3cccc2)[C@@H]1c1c-3c(cccc2)c2c2c1[o]c1c2ccc2c1cccc2 Chemical compound C(C1)C(Cc2c-3cccc2)[C@@H]1c1c-3c(cccc2)c2c2c1[o]c1c2ccc2c1cccc2 SDVHQDQJBFVYPX-LWMIZPGFSA-N 0.000 description 1
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- 239000002253 acid Substances 0.000 description 1
- 125000002723 alicyclic group Chemical group 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- 229910001508 alkali metal halide Inorganic materials 0.000 description 1
- 150000008045 alkali metal halides Chemical class 0.000 description 1
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- 125000004453 alkoxycarbonyl group Chemical group 0.000 description 1
- 125000003282 alkyl amino group Chemical group 0.000 description 1
- 239000000956 alloy Substances 0.000 description 1
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- 230000008901 benefit Effects 0.000 description 1
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- FLKIJVVJOPHPPS-UHFFFAOYSA-N c(cc1)ccc1-c1cc(-c2c(-[n]3c4c5[o]c6ccc(cccc7)c7c6c5c(cccc5)c5c4c4c3cccc4)nc(c3ccccc3[o]3)c3n2)ccc1 Chemical compound c(cc1)ccc1-c1cc(-c2c(-[n]3c4c5[o]c6ccc(cccc7)c7c6c5c(cccc5)c5c4c4c3cccc4)nc(c3ccccc3[o]3)c3n2)ccc1 FLKIJVVJOPHPPS-UHFFFAOYSA-N 0.000 description 1
- HPGGGXZGVVYXIJ-UHFFFAOYSA-N c(cc1)ccc1-c1cccc(-c2nc([s]c3c4cccc3)c4nc2-c2cc(cccc3)c3c3c2c([s]c2c(cccc4)c4ccc22)c2c2c3cccc2)c1 Chemical compound c(cc1)ccc1-c1cccc(-c2nc([s]c3c4cccc3)c4nc2-c2cc(cccc3)c3c3c2c([s]c2c(cccc4)c4ccc22)c2c2c3cccc2)c1 HPGGGXZGVVYXIJ-UHFFFAOYSA-N 0.000 description 1
- HSCJTHQPBHBXJM-UHFFFAOYSA-N c(cc1)ccc1-c1cccc(-c2nc(cccc3)c3nc2-[n](c2c3cccc2)c2c3c(cccc3)c3c3c2[s]c2c3c(cccc3)c3cc2)c1 Chemical compound c(cc1)ccc1-c1cccc(-c2nc(cccc3)c3nc2-[n](c2c3cccc2)c2c3c(cccc3)c3c3c2[s]c2c3c(cccc3)c3cc2)c1 HSCJTHQPBHBXJM-UHFFFAOYSA-N 0.000 description 1
- RJTFREWGMADMNB-UHFFFAOYSA-N c(cc1)ccc1-c1nc([s]c2c3cccc2)c3nc1-c1cc(cccc2)c2c2c1c([s]c1c(cccc3)c3ccc11)c1c1c2cccc1 Chemical compound c(cc1)ccc1-c1nc([s]c2c3cccc2)c3nc1-c1cc(cccc2)c2c2c1c([s]c1c(cccc3)c3ccc11)c1c1c2cccc1 RJTFREWGMADMNB-UHFFFAOYSA-N 0.000 description 1
- PGKXYMPKKOMZCW-UHFFFAOYSA-N c(cc1)ccc1-c1nc(ccc(-[n](c2c3cccc2)c2c3c(cccc3)c3c3c2[o]c2c3c(cccc3)c3cc2)c2)c2nc1 Chemical compound c(cc1)ccc1-c1nc(ccc(-[n](c2c3cccc2)c2c3c(cccc3)c3c3c2[o]c2c3c(cccc3)c3cc2)c2)c2nc1 PGKXYMPKKOMZCW-UHFFFAOYSA-N 0.000 description 1
- LSPJJEUKENYIRD-UHFFFAOYSA-N c(cc1)ccc1-c1nc(cccc2)c2nc1-[n](c1c2cccc1)c1c2c(cccc2)c2c2c1[s]c1c2c(cccc2)c2cc1 Chemical compound c(cc1)ccc1-c1nc(cccc2)c2nc1-[n](c1c2cccc1)c1c2c(cccc2)c2c2c1[s]c1c2c(cccc2)c2cc1 LSPJJEUKENYIRD-UHFFFAOYSA-N 0.000 description 1
- IRIKWWVRXXWTAK-UHFFFAOYSA-N c1ccc2[nH]c3c4[s]c5ccc(cccc6)c6c5c4c(cccc4)c4c3c2c1 Chemical compound c1ccc2[nH]c3c4[s]c5ccc(cccc6)c6c5c4c(cccc4)c4c3c2c1 IRIKWWVRXXWTAK-UHFFFAOYSA-N 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 238000004891 communication Methods 0.000 description 1
- 230000021615 conjugation Effects 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- 238000000151 deposition Methods 0.000 description 1
- 239000010408 film Substances 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- 125000005549 heteroarylene group Chemical group 0.000 description 1
- 150000002391 heterocyclic compounds Chemical group 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- OCVXZQOKBHXGRU-UHFFFAOYSA-N iodine(1+) Chemical compound [I+] OCVXZQOKBHXGRU-UHFFFAOYSA-N 0.000 description 1
- 229910052741 iridium Inorganic materials 0.000 description 1
- GKOZUEZYRPOHIO-UHFFFAOYSA-N iridium atom Chemical compound [Ir] GKOZUEZYRPOHIO-UHFFFAOYSA-N 0.000 description 1
- 238000003475 lamination Methods 0.000 description 1
- 238000004020 luminiscence type Methods 0.000 description 1
- 238000000691 measurement method Methods 0.000 description 1
- 230000001404 mediated effect Effects 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229910044991 metal oxide Inorganic materials 0.000 description 1
- 150000004706 metal oxides Chemical class 0.000 description 1
- 238000010295 mobile communication Methods 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 238000007243 oxidative cyclization reaction Methods 0.000 description 1
- 238000012856 packing Methods 0.000 description 1
- 238000005424 photoluminescence Methods 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 239000011241 protective layer Substances 0.000 description 1
- 238000010791 quenching Methods 0.000 description 1
- 230000000171 quenching effect Effects 0.000 description 1
- 238000006476 reductive cyclization reaction Methods 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 230000002441 reversible effect Effects 0.000 description 1
- 238000007363 ring formation reaction Methods 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 230000003335 steric effect Effects 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
- 230000001052 transient effect Effects 0.000 description 1
Images
Classifications
-
- 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
- H10K85/10—Organic polymers or oligomers
- H10K85/111—Organic polymers or oligomers comprising aromatic, heteroaromatic, or aryl chains, e.g. polyaniline, polyphenylene or polyphenylene vinylene
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C211/00—Compounds containing amino groups bound to a carbon skeleton
- C07C211/43—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
- C07C211/54—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton having amino groups bound to two or three six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/56—Ring systems containing three or more rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/04—Ortho-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
- C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
- C07D491/04—Ortho-condensed systems
- C07D491/044—Ortho-condensed systems with only one oxygen atom as ring hetero atom in the oxygen-containing ring
- C07D491/048—Ortho-condensed systems with only one oxygen atom as ring hetero atom in the oxygen-containing ring the oxygen-containing ring being five-membered
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D495/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms
- C07D495/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
- C07D495/04—Ortho-condensed systems
-
- 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
- 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]
- H10K50/17—Carrier injection layers
Abstract
L'invention concerne un élément électronique organique mettant en œuvre un mélange d'un composé de la présente invention comme matériau hôte phosphorescent de sorte qu'une efficacité d'émission de lumière élevée et une faible tension de commande de l'élément électronique organique puissent être obtenues et la durée de vie de l'élément peut être considérablement améliorée ; et un dispositif électronique associé.
Priority Applications (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201780002876.1A CN107922311B (zh) | 2016-04-26 | 2017-04-24 | 有机电气元件用化合物、利用其的有机电气元件及其电子装置 |
| EP17789860.8A EP3326998B1 (fr) | 2016-04-26 | 2017-04-24 | Composé pour élément électrique organique, élément électrique organique le comprenant et dispositif électronique associé |
| JP2018505670A JP6469310B2 (ja) | 2016-04-26 | 2017-04-24 | 有機電気素子用化合物、これを用いた有機電気素子及びその電子装置 |
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| KR1020160050517 | 2016-04-26 | ||
| KR10-2016-0050517 | 2016-04-26 | ||
| KR10-2017-0050859 | 2017-04-20 | ||
| KR1020170050859A KR101796974B1 (ko) | 2016-04-26 | 2017-04-20 | 유기전기소자용 화합물, 이를 이용한 유기전기소자 및 그 전자 장치 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| WO2017188676A1 true WO2017188676A1 (fr) | 2017-11-02 |
Family
ID=60159853
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/KR2017/004320 WO2017188676A1 (fr) | 2016-04-26 | 2017-04-24 | Composé pour élément électronique organique, élément électronique organique le mettant en œuvre et dispositif électronique associé |
Country Status (1)
| Country | Link |
|---|---|
| WO (1) | WO2017188676A1 (fr) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20190031673A1 (en) * | 2017-07-27 | 2019-01-31 | Semiconductor Energy Laboratory Co., Ltd. | Organic Compound, Light-Emitting Element, Light-Emitting Device, Electronic Device, and Lighting Device |
| KR20200007195A (ko) * | 2018-07-12 | 2020-01-22 | 엘티소재주식회사 | 헤테로고리 화합물 및 이를 포함하는 유기 발광 소자 |
| US10797247B2 (en) | 2014-07-24 | 2020-10-06 | Duk San Neolux Co., Ltd. | Compound for organic electric element, organic electric element comprising the same and electronic device thereof |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR20130083817A (ko) * | 2012-01-13 | 2013-07-23 | 덕산하이메탈(주) | 유기전기 소자용 화합물, 이를 이용한 유기전기소자 및 그 전자 장치 |
| KR20150032447A (ko) * | 2013-09-16 | 2015-03-26 | 롬엔드하스전자재료코리아유한회사 | 신규한 유기 전계 발광 화합물 및 이를 포함하는 유기 전계 발광 소자 |
| KR20150135109A (ko) * | 2014-05-23 | 2015-12-02 | 롬엔드하스전자재료코리아유한회사 | 유기 전계 발광 화합물 및 이를 포함하는 유기 전계 발광 소자 |
| KR20150141147A (ko) * | 2014-06-09 | 2015-12-17 | 롬엔드하스전자재료코리아유한회사 | 유기 전계 발광 화합물 및 이를 포함하는 유기 전계 발광 소자 |
| KR20160022784A (ko) * | 2014-08-20 | 2016-03-02 | 롬엔드하스전자재료코리아유한회사 | 복수종의 호스트 재료 및 이를 포함하는 유기 전계 발광 소자 |
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2017
- 2017-04-24 WO PCT/KR2017/004320 patent/WO2017188676A1/fr unknown
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR20130083817A (ko) * | 2012-01-13 | 2013-07-23 | 덕산하이메탈(주) | 유기전기 소자용 화합물, 이를 이용한 유기전기소자 및 그 전자 장치 |
| KR20150032447A (ko) * | 2013-09-16 | 2015-03-26 | 롬엔드하스전자재료코리아유한회사 | 신규한 유기 전계 발광 화합물 및 이를 포함하는 유기 전계 발광 소자 |
| KR20150135109A (ko) * | 2014-05-23 | 2015-12-02 | 롬엔드하스전자재료코리아유한회사 | 유기 전계 발광 화합물 및 이를 포함하는 유기 전계 발광 소자 |
| KR20150141147A (ko) * | 2014-06-09 | 2015-12-17 | 롬엔드하스전자재료코리아유한회사 | 유기 전계 발광 화합물 및 이를 포함하는 유기 전계 발광 소자 |
| KR20160022784A (ko) * | 2014-08-20 | 2016-03-02 | 롬엔드하스전자재료코리아유한회사 | 복수종의 호스트 재료 및 이를 포함하는 유기 전계 발광 소자 |
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US10797247B2 (en) | 2014-07-24 | 2020-10-06 | Duk San Neolux Co., Ltd. | Compound for organic electric element, organic electric element comprising the same and electronic device thereof |
| US20190031673A1 (en) * | 2017-07-27 | 2019-01-31 | Semiconductor Energy Laboratory Co., Ltd. | Organic Compound, Light-Emitting Element, Light-Emitting Device, Electronic Device, and Lighting Device |
| KR20190013567A (ko) * | 2017-07-27 | 2019-02-11 | 가부시키가이샤 한도오따이 에네루기 켄큐쇼 | 유기 화합물, 발광 소자, 발광 장치, 전자 기기, 및 조명 장치 |
| KR102072705B1 (ko) | 2017-07-27 | 2020-02-03 | 가부시키가이샤 한도오따이 에네루기 켄큐쇼 | 유기 화합물, 발광 소자, 발광 장치, 전자 기기, 및 조명 장치 |
| JP2022125052A (ja) * | 2017-07-27 | 2022-08-26 | 株式会社半導体エネルギー研究所 | 発光素子 |
| JP7377315B2 (ja) | 2017-07-27 | 2023-11-09 | 株式会社半導体エネルギー研究所 | 発光素子、混合材料および発光素子用材料 |
| KR20200007195A (ko) * | 2018-07-12 | 2020-01-22 | 엘티소재주식회사 | 헤테로고리 화합물 및 이를 포함하는 유기 발광 소자 |
| KR102169327B1 (ko) | 2018-07-12 | 2020-10-23 | 엘티소재주식회사 | 헤테로고리 화합물 및 이를 포함하는 유기 발광 소자 |
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