TW201341343A - 包含有機電場發光化合物之有機電場發光裝置 - Google Patents
包含有機電場發光化合物之有機電場發光裝置 Download PDFInfo
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- TW201341343A TW201341343A TW102101589A TW102101589A TW201341343A TW 201341343 A TW201341343 A TW 201341343A TW 102101589 A TW102101589 A TW 102101589A TW 102101589 A TW102101589 A TW 102101589A TW 201341343 A TW201341343 A TW 201341343A
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- unsubstituted
- aryl
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- 150000001875 compounds Chemical class 0.000 title claims abstract description 111
- 239000002019 doping agent Substances 0.000 claims abstract description 35
- 125000003118 aryl group Chemical group 0.000 claims description 49
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- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 18
- 229910052757 nitrogen Inorganic materials 0.000 claims description 17
- 229910052736 halogen Inorganic materials 0.000 claims description 15
- 125000004432 carbon atom Chemical group C* 0.000 claims description 14
- 229910052760 oxygen Inorganic materials 0.000 claims description 14
- 150000002367 halogens Chemical class 0.000 claims description 13
- 125000002950 monocyclic group Chemical group 0.000 claims description 13
- -1 N-carbazolyl Chemical group 0.000 claims description 12
- 229910052717 sulfur Inorganic materials 0.000 claims description 12
- 125000005842 heteroatom Chemical group 0.000 claims description 11
- MNLAVFKVRUQAKW-UHFFFAOYSA-N VR nerve agent Chemical compound CCN(CC)CCSP(C)(=O)OCC(C)C MNLAVFKVRUQAKW-UHFFFAOYSA-N 0.000 claims description 10
- 125000002723 alicyclic group Chemical group 0.000 claims description 10
- 229910052698 phosphorus Inorganic materials 0.000 claims description 10
- 125000003367 polycyclic group Chemical group 0.000 claims description 10
- YZCKVEUIGOORGS-OUBTZVSYSA-N Deuterium Chemical compound [2H] YZCKVEUIGOORGS-OUBTZVSYSA-N 0.000 claims description 8
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 claims description 8
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 8
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- 229910052796 boron Inorganic materials 0.000 claims description 8
- 229910052805 deuterium Inorganic materials 0.000 claims description 8
- 229910052739 hydrogen Inorganic materials 0.000 claims description 8
- 239000001257 hydrogen Substances 0.000 claims description 8
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 8
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- 125000001424 substituent group Chemical group 0.000 claims description 8
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- 239000011593 sulfur Substances 0.000 claims description 7
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- 125000000008 (C1-C10) alkyl group Chemical group 0.000 claims description 4
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- 238000006467 substitution reaction Methods 0.000 claims description 2
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- 125000000027 (C1-C10) alkoxy group Chemical group 0.000 claims 1
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- UHDXIRBTJHWZPT-UHFFFAOYSA-N 1,6-dibromoindole Chemical compound BrN1C=CC2=CC=C(C=C12)Br UHDXIRBTJHWZPT-UHFFFAOYSA-N 0.000 description 4
- ABRVLXLNVJHDRQ-UHFFFAOYSA-N [2-pyridin-3-yl-6-(trifluoromethyl)pyridin-4-yl]methanamine Chemical compound FC(C1=CC(=CC(=N1)C=1C=NC=CC=1)CN)(F)F ABRVLXLNVJHDRQ-UHFFFAOYSA-N 0.000 description 4
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- KDLHZDBZIXYQEI-UHFFFAOYSA-N palladium Substances [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 4
- HXITXNWTGFUOAU-UHFFFAOYSA-N phenylboronic acid Chemical compound OB(O)C1=CC=CC=C1 HXITXNWTGFUOAU-UHFFFAOYSA-N 0.000 description 4
- BWHDROKFUHTORW-UHFFFAOYSA-N tritert-butylphosphane Chemical compound CC(C)(C)P(C(C)(C)C)C(C)(C)C BWHDROKFUHTORW-UHFFFAOYSA-N 0.000 description 4
- UWRZIZXBOLBCON-VOTSOKGWSA-N (e)-2-phenylethenamine Chemical compound N\C=C\C1=CC=CC=C1 UWRZIZXBOLBCON-VOTSOKGWSA-N 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
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- 125000004429 atom Chemical group 0.000 description 3
- 125000003943 azolyl group Chemical group 0.000 description 3
- JFDZBHWFFUWGJE-UHFFFAOYSA-N benzonitrile Chemical compound N#CC1=CC=CC=C1 JFDZBHWFFUWGJE-UHFFFAOYSA-N 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 239000012153 distilled water Substances 0.000 description 3
- 229910001507 metal halide Inorganic materials 0.000 description 3
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- 229910044991 metal oxide Inorganic materials 0.000 description 3
- 150000004706 metal oxides Chemical class 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 3
- 238000010992 reflux Methods 0.000 description 3
- IBGUDZMIAZLJNY-UHFFFAOYSA-N 1,4-dibromonaphthalene Chemical compound C1=CC=C2C(Br)=CC=C(Br)C2=C1 IBGUDZMIAZLJNY-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- 241000208340 Araliaceae Species 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- 235000005035 Panax pseudoginseng ssp. pseudoginseng Nutrition 0.000 description 2
- 235000003140 Panax quinquefolius Nutrition 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- 150000001335 aliphatic alkanes Chemical class 0.000 description 2
- 229910052782 aluminium Inorganic materials 0.000 description 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 2
- 125000005428 anthryl group Chemical group [H]C1=C([H])C([H])=C2C([H])=C3C(*)=C([H])C([H])=C([H])C3=C([H])C2=C1[H] 0.000 description 2
- 150000004982 aromatic amines Chemical class 0.000 description 2
- 235000010290 biphenyl Nutrition 0.000 description 2
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- 235000019439 ethyl acetate Nutrition 0.000 description 2
- 235000008434 ginseng Nutrition 0.000 description 2
- 238000005286 illumination Methods 0.000 description 2
- AMGQUBHHOARCQH-UHFFFAOYSA-N indium;oxotin Chemical compound [In].[Sn]=O AMGQUBHHOARCQH-UHFFFAOYSA-N 0.000 description 2
- 230000001590 oxidative effect Effects 0.000 description 2
- YJVFFLUZDVXJQI-UHFFFAOYSA-L palladium(ii) acetate Chemical compound [Pd+2].CC([O-])=O.CC([O-])=O YJVFFLUZDVXJQI-UHFFFAOYSA-L 0.000 description 2
- 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 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
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- 229910052761 rare earth metal Inorganic materials 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
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- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 2
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- FQRLFTSGTZFLDI-UHFFFAOYSA-N (9-phenylcarbazol-3-yl)boron Chemical compound C12=CC=CC=C2C2=CC([B])=CC=C2N1C1=CC=CC=C1 FQRLFTSGTZFLDI-UHFFFAOYSA-N 0.000 description 1
- KLCLIOISYBHYDZ-UHFFFAOYSA-N 1,4,4-triphenylbuta-1,3-dienylbenzene Chemical class C=1C=CC=CC=1C(C=1C=CC=CC=1)=CC=C(C=1C=CC=CC=1)C1=CC=CC=C1 KLCLIOISYBHYDZ-UHFFFAOYSA-N 0.000 description 1
- XEZNGIUYQVAUSS-UHFFFAOYSA-N 18-crown-6 Chemical compound C1COCCOCCOCCOCCOCCO1 XEZNGIUYQVAUSS-UHFFFAOYSA-N 0.000 description 1
- CDJDZWDNBFIGKY-UHFFFAOYSA-N 4-anilinobenzonitrile Chemical compound C1=CC(C#N)=CC=C1NC1=CC=CC=C1 CDJDZWDNBFIGKY-UHFFFAOYSA-N 0.000 description 1
- FMMWHPNWAFZXNH-UHFFFAOYSA-N Benz[a]pyrene Chemical compound C1=C2C3=CC=CC=C3C=C(C=C3)C2=C2C3=CC=CC2=C1 FMMWHPNWAFZXNH-UHFFFAOYSA-N 0.000 description 1
- 229910004261 CaF 2 Inorganic materials 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- SIKJAQJRHWYJAI-UHFFFAOYSA-N Indole Chemical compound C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 description 1
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- 229910018068 Li 2 O Inorganic materials 0.000 description 1
- WTKZEGDFNFYCGP-UHFFFAOYSA-N Pyrazole Chemical class C=1C=NNC=1 WTKZEGDFNFYCGP-UHFFFAOYSA-N 0.000 description 1
- KJTLSVCANCCWHF-UHFFFAOYSA-N Ruthenium Chemical compound [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 0.000 description 1
- 229910003564 SiAlON Inorganic materials 0.000 description 1
- FZWLAAWBMGSTSO-UHFFFAOYSA-N Thiazole Chemical compound C1=CSC=N1 FZWLAAWBMGSTSO-UHFFFAOYSA-N 0.000 description 1
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical group ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001339 alkali metal compounds Chemical class 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 1
- 150000001342 alkaline earth metals Chemical class 0.000 description 1
- XEPMXWGXLQIFJN-UHFFFAOYSA-K aluminum;2-carboxyquinolin-8-olate Chemical compound [Al+3].C1=C(C([O-])=O)N=C2C(O)=CC=CC2=C1.C1=C(C([O-])=O)N=C2C(O)=CC=CC2=C1.C1=C(C([O-])=O)N=C2C(O)=CC=CC2=C1 XEPMXWGXLQIFJN-UHFFFAOYSA-K 0.000 description 1
- MPJHCHQZABSXMJ-UHFFFAOYSA-N aluminum;quinolin-8-ol Chemical compound [Al+3].C1=CN=C2C(O)=CC=CC2=C1 MPJHCHQZABSXMJ-UHFFFAOYSA-N 0.000 description 1
- 150000001450 anions Chemical class 0.000 description 1
- 150000004984 aromatic diamines Chemical class 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 125000003785 benzimidazolyl group Chemical group N1=C(NC2=C1C=CC=C2)* 0.000 description 1
- 125000005605 benzo group Chemical group 0.000 description 1
- 125000002047 benzodioxolyl group Chemical group O1OC(C2=C1C=CC=C2)* 0.000 description 1
- 125000000499 benzofuranyl group Chemical group O1C(=CC2=C1C=CC=C2)* 0.000 description 1
- 125000005874 benzothiadiazolyl group Chemical group 0.000 description 1
- 125000004196 benzothienyl group Chemical group S1C(=CC2=C1C=CC=C2)* 0.000 description 1
- 230000008033 biological extinction Effects 0.000 description 1
- 125000000707 boryl group Chemical group B* 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- FJDQFPXHSGXQBY-UHFFFAOYSA-L caesium carbonate Chemical compound [Cs+].[Cs+].[O-]C([O-])=O FJDQFPXHSGXQBY-UHFFFAOYSA-L 0.000 description 1
- 229910000024 caesium carbonate Inorganic materials 0.000 description 1
- 125000000609 carbazolyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3NC12)* 0.000 description 1
- 239000010406 cathode material Substances 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 150000001786 chalcogen compounds Chemical class 0.000 description 1
- 150000004697 chelate complex Chemical class 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 125000002676 chrysenyl group Chemical group C1(=CC=CC=2C3=CC=C4C=CC=CC4=C3C=CC12)* 0.000 description 1
- 125000000259 cinnolinyl group Chemical group N1=NC(=CC2=CC=CC=C12)* 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- XCJYREBRNVKWGJ-UHFFFAOYSA-N copper(II) phthalocyanine Chemical compound [Cu+2].C12=CC=CC=C2C(N=C2[N-]C(C3=CC=CC=C32)=N2)=NC1=NC([C]1C=CC=CC1=1)=NC=1N=C1[C]3C=CC=CC3=C2[N-]1 XCJYREBRNVKWGJ-UHFFFAOYSA-N 0.000 description 1
- 150000001893 coumarin derivatives Chemical class 0.000 description 1
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 238000000151 deposition Methods 0.000 description 1
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- 238000002451 electron ionisation mass spectrometry Methods 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
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- RBTKNAXYKSUFRK-UHFFFAOYSA-N heliogen blue Chemical compound [Cu].[N-]1C2=C(C=CC=C3)C3=C1N=C([N-]1)C3=CC=CC=C3C1=NC([N-]1)=C(C=CC=C3)C3=C1N=C([N-]1)C3=CC=CC=C3C1=N2 RBTKNAXYKSUFRK-UHFFFAOYSA-N 0.000 description 1
- 125000000592 heterocycloalkyl group Chemical group 0.000 description 1
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- 125000001977 isobenzofuranyl group Chemical group C=1(OC=C2C=CC=CC12)* 0.000 description 1
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- FZLIPJUXYLNCLC-UHFFFAOYSA-N lanthanum atom Chemical compound [La] FZLIPJUXYLNCLC-UHFFFAOYSA-N 0.000 description 1
- 150000007517 lewis acids Chemical class 0.000 description 1
- IMKMFBIYHXBKRX-UHFFFAOYSA-M lithium;quinoline-2-carboxylate Chemical compound [Li+].C1=CC=CC2=NC(C(=O)[O-])=CC=C21 IMKMFBIYHXBKRX-UHFFFAOYSA-M 0.000 description 1
- 238000004020 luminiscence type Methods 0.000 description 1
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- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
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- IBHBKWKFFTZAHE-UHFFFAOYSA-N n-[4-[4-(n-naphthalen-1-ylanilino)phenyl]phenyl]-n-phenylnaphthalen-1-amine Chemical group C1=CC=CC=C1N(C=1C2=CC=CC=C2C=CC=1)C1=CC=C(C=2C=CC(=CC=2)N(C=2C=CC=CC=2)C=2C3=CC=CC=C3C=CC=2)C=C1 IBHBKWKFFTZAHE-UHFFFAOYSA-N 0.000 description 1
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- 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
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- 239000002356 single layer Substances 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- MFRIHAYPQRLWNB-UHFFFAOYSA-N sodium tert-butoxide Chemical compound [Na+].CC(C)(C)[O-] MFRIHAYPQRLWNB-UHFFFAOYSA-N 0.000 description 1
- SYXYWTXQFUUWLP-UHFFFAOYSA-N sodium;butan-1-olate Chemical compound [Na+].CCCC[O-] SYXYWTXQFUUWLP-UHFFFAOYSA-N 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000004528 spin coating Methods 0.000 description 1
- 238000004544 sputter deposition Methods 0.000 description 1
- 238000001308 synthesis method Methods 0.000 description 1
- 125000001935 tetracenyl group Chemical group C1(=CC=CC2=CC3=CC4=CC=CC=C4C=C3C=C12)* 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 125000003831 tetrazolyl group Chemical group 0.000 description 1
- 125000001113 thiadiazolyl group Chemical group 0.000 description 1
- 125000001544 thienyl group Chemical group 0.000 description 1
- 229910052723 transition metal Inorganic materials 0.000 description 1
- 150000003624 transition metals Chemical class 0.000 description 1
- 125000001425 triazolyl group Chemical group 0.000 description 1
- UBOXGVDOUJQMTN-UHFFFAOYSA-N trichloroethylene Natural products ClCC(Cl)Cl UBOXGVDOUJQMTN-UHFFFAOYSA-N 0.000 description 1
- 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 1
- 125000003960 triphenylenyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3C3=CC=CC=C3C12)* 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
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Abstract
本發明係關於一種有機電場發光裝置,包括特定主體化合物與特定摻雜劑化合物之組合。本發明之有機電場發光裝置顯示發藍光;且具有長操作壽命、高效能、高亮度、良好色純度、低驅動電壓及改善之操作穩定度。
Description
本發明係關於一種有機電場發光裝置,包括特定摻雜劑化合物與特定主體化合物。
電場發光(EL)裝置係自發光裝置,相較於LCD其優勢為提供較寬廣視角、較大對比率、及較快反應時間。伊斯曼柯達(Eastman Kodak)首先研發出使用小芳香二胺分子及鋁錯合物作為材料形成發光層之有機EL裝置[Appl.Phys.Lett.51,913,1987]。
有機EL裝置發光係藉由將電荷注入形成於電子注入電極(陰極)與電洞注入電極(陽極)間之有機膜以及藉由將電子與電洞對消光(extinction)。有機EL裝置具有下述優越性:其可形成於彈性透明基版(如,塑膠)上;相較於電漿顯示器面板或無機EL顯示器,其用較低電壓驅動,例如,10V或更少;具有相對較低之功率消耗;且提供良好色彩。再者,有機EL裝置提供三色發光,即,發綠光、藍光或紅光,因此許多人有意將此作為下一代彩色
顯示裝置。
有機EL裝置之製備過程可簡述如下:
(1)將陽極材料塗佈至透明基板上。ITO(銦錫氧化物)是常用的陽極材料。
(2)將電洞注入層(HIL)塗佈至該陽極材料層上。作為HIL,例如,銅酞青(copper phthalocyanine,CuPc)常塗佈成10 nm至30 nm之厚度。
(3)將電洞傳輸層(HTL)施用至該HIL層上。作為HTL,例如,4,4’-雙[N-(1-萘基)-N-苯基胺基]-聯苯(NPB),係氣相沉積成30 nm至60 nm之厚度。
(4)將有機發光層塗佈至該HTL層上,若有需要,同時添加摻雜劑。在發綠光方面,常將參(8-羥基喹啉)鋁(tris(8-hydroxyquinolate)aluminum,Alq3)氣相沉積成30 nm至60 nm之厚度而作為有機發光層,且使用N-甲基喹吖啶酮(N-methylquinacridone,MQD)作為摻雜劑。
(5)將電子傳輸層(ETL)與電子注入層(EIL)連續塗佈或將電子注入-傳輸層塗佈至該有機發光層上。在發綠光方面,由於步驟(4)之Alq3具有良好電子傳輸能力,因此可能不使用額外之EIL及ETL。
(6)將陰極材料塗佈至形成於步驟(5)之該層上。接著,最後塗佈保護層。
綠光、藍光或紅光發光裝置之製備可隨發光層如何形成於該裝置構造中而異。同時,用於作為傳統發綠光裝置之發綠光化合物之發光材料在壽命及發光效率
的方面具有缺點。
有機EL裝置之發光材料是決定性質之最重要因素,該等性質如發光效率、壽命等。該發光材料需具有下列特徵:於固態具有高螢光量子產率(quantum yield)、高電子及電洞遷移性、於真空沉積時無分解、形成均勻薄膜之能力、及穩定性。
有機發光材料可大致被分為高分子材料及低分子材料。就分子結構來看,低分子材料係純有機發光材料,其不含金屬錯和物及金屬。作為該發光材料,已廣知為螯合錯合物,如參(8-羥基喹啉)鋁錯和物、香豆素衍生物(coumarin derivatives)、四苯基丁二烯衍生物、雙苯乙烯基伸芳基(bistyrylarylene)衍生物、二唑衍生物等。已有報導指出可由該等材料獲得從藍色至紅色的可見光區域之發光。
惟,當將包括傳統摻雜劑化合物與主體化合物之發光材料時用於有機電場發光裝置,該裝置無法提供高電流效率及滿意的操作壽命,且具有發光效率的問題。再者,難以完成具有優異性質之發藍光材料。
本發明者竭盡全力解決該等問題且發現包括特定摻雜劑化合物與特定主體化合物之組合之發光材料展現藍光,且適用於製備具有高色純度、高亮度、及長壽命之有機電場發光裝置。
本發明之目的係提供一種具有高發光效率、優異色純度、低驅動電壓、及長操作壽命之有機電場發光裝置。
為達到該目的,本發明係提供一種有機電場發光裝置,包括至少一種下式1所示之主體化合物與至少一種下式2所示之摻雜劑化合物的組合:
其中,R1至R24各自獨立表示氫、氘、鹵素、經取代或未經取代之(C1-C30)烷基、經取代或未經取代之(C1-C30)烷氧基、經取代或未經取代之(C6-C30)芳基、經取代或未經取代之3-至30-員雜芳基、-SiR31R32R33、氰基或羥基,或者R20至R24彼此連結而形成經取代或未經取代之單環或多環之3-至30-員脂環或芳香環,該環之一個或多個碳原子可經至少一個選自氮、氧及硫之雜原子置換;R31至R33各自獨立表示氫、氘、鹵素、經取代或未經取代之(C1-C30)烷基、經取代或未經取代之(C6-C30)芳基、或經取代或未經取代之3-至30-員雜芳基,以及該雜芳基含有至少一個選自B、N、O、S、P(=O)、Si及P所組成群組之雜原子;
其中,Ar1表示經取代或未經取代之芘環或經取代或未經取代之蒯環(chrycene ring);L表示單鍵、經取代或未經取代之(C6-C30)芳基、或經取代或未經取代之3-至30-員雜芳基;Ar2及Ar3各自獨立表示氫、氘、鹵素、經取代或未經取代之(C1-C30)烷基、經取代或未經取代之(C6-C30)芳基、或經取代或未經取代之3-至30-員雜芳基,或者Ar2及Ar3各自獨立與一個或多個相鄰之取代基連結而形成經取代或未經取代之單環或多環之3-至30-員脂環或芳香環,該環之一個或多個碳原子可經至少一個選自氮、氧及硫之雜原子置換;n表示1至2之整數;其中當n為整數2,方括號內之結構單元可為相同或不同;以及該雜芳基含有至少一個選自B、N、O、S、P(=O)、Si及P所組成群組之雜原子。
較佳地,式1中,R1至R24各自獨立表示氫、氘、氟、經取代或未經取代之(C1-C10)烷基、經取代或未經取代之(C1-C10)烷氧基、經取代或未經取代之(C6-C15)芳基、或經取代或未經取代之3-至15-員雜芳基、-SiR31R32R33、氰基或羥基;或R20至R24彼此連結而形成經
取代或未經取代之單環或多環之3-至30-員脂環或芳香環,該環之一個或多個碳原子可經至少一個選自氮、氧及硫之雜原子置換,及R31至R33各自獨立表示未經取代之(C1-C10)烷基或未經取代之(C6-C15)芳基。
較佳地,式2中,L表示單鍵或未經取代(C6-C15)芳基,及Ar2及Ar3各自獨立表示經取代或未經取代之(C6-C15)芳基,或者Ar2及Ar3各自獨立與一個或多個相鄰之取代基連結而形成經取代或未經取代之單環或多環之3-至15-員脂環或芳香環,該環之一個或多個碳原子可經至少一個選自氮、氧及硫之雜原子置換。
本發明之有機電場發光裝置具有高發光效率、長操作壽命、高亮度、良好色彩純度、低驅動電壓、及增加的電流效率。
於後文中,將詳述本發明。惟,下列敘述係用以說明本發明,並非意欲以任何方式侷限本發明之範疇。
於本文中,「(C1-C30)烷基」係指具有1至30個碳原子之直鏈或分支鏈烷基,其中碳原子數較佳為1至10,且包含甲基、乙基、正丙基、異丙基、正丁基、異丁基、第三丁基等。「(C3-C30)環烷基」係具有3至30個
碳原子之單環或多環烴,其中碳原子數較佳為3至20,更較佳為3至7,且包含環丙基、環丁基、環戊基、環己基等。「(C6-C30)芳基」係衍生自具有6至30個碳原子之芳香烴的單環或稠合環,其中碳原子數較佳為6至15,且包含苯基、聯苯基、聯三苯基、萘基、茀基、菲基、蒽基、茚基、聯伸三苯基(triphenylenyl)、芘基、稠四苯基(tetracenyl)、苝基、蒯基(chrysenyl)、萘并萘基(naphthacenyl)、丙二烯合茀基(fluoranthenyl)等。「3-至30-員雜芳基」係具有至少1個,較佳為1至4個選自由B、N、O、S、P(=O)、Si及P所組成群組之雜原子,以及3至30個環骨架原子之芳基;係單環或與至少1個苯環縮合之稠合環;較佳具有5至15個環骨架原子;可部分飽和;可為藉由以一個或多個單鍵連結至少1個雜芳基或芳基至雜芳基而形成者;且包含單環型雜芳基,諸如呋喃基、噻吩基、吡咯基、咪唑基、吡唑基、噻唑基、噻二唑基、異噻唑基、異唑基、唑基、二唑基、三基、四基、三唑基、四唑基、呋呫基(furazanyl)、吡啶基、吡基、嘧啶基、嗒基等,及稠合環型雜芳基,諸如苯并呋喃基、苯并噻吩基、異苯并呋喃基、二苯并呋喃基、二苯并噻吩基、苯并咪唑基、苯并噻唑基、苯并異噻唑基、苯并異唑基、苯并唑基、異吲哚基、吲哚基、吲唑基、苯并噻二唑基、喹啉基、異喹啉基、噌啉基(cinnolinyl)、喹唑啉基、喹啉基、咔唑基(carbazolyl)、啡基、啡啶基、苯并二呃基(benzodioxolyl)等。再者,「鹵素」包含F、Cl、Br及I。
於本文中,「經取代或未經取代」中之「經取代」係指某個官能基中之氫原子經另一個原子或基團(即,取代基)置換。式1及2之R1至R24、R31至R33、L、及Ar1至Ar3基團中之經取代之(C1-C30)烷基、經取代之(C1-C30)烷氧基、經取代之(C6-C30)芳基、經取代之3-至30-員雜芳基、及經取代之單環或多環之3-至30-員脂環或芳香環之取代基係至少一種獨立選自由下列基團所組成群組之取代基:氘、鹵素、(C1-C30)烷基、鹵素(C1-C30)烷基、(C1-C30)烷氧基、(C6-C30)芳基氧基、(C6-C30)芳基、3-至30-員雜芳基、經(C6-C30)芳基取代之3-至30-員雜芳基、經3-至30-員雜芳基取代之(C6-C30)芳基、(C3-C30)環烷基、5-至7-員雜環烷基、三(C1-C30)烷基矽烷基、三(C6-C30)芳基矽烷基、二(C1-C30)烷基(C6-C30)芳基矽烷基、(C1-C30)烷基二(C6-C30)芳基矽烷基、(C2-C30)烯基、(C2-C30)炔基、氰基、(C1-C30)烷基硫基、(C6-C30)芳基硫基、N-咔唑基、單或二(C1-C30)烷基胺基、單或二(C6-C30)芳基胺基、(C1-C30)烷基(C6-C30)芳基胺基、二(C6-C30)芳基硼羰基(di(C6-C30)arylboronyl)、二(C1-C30)烷基硼羰基、(C1-C30)烷基(C6-C30)芳基硼羰基、(C6-C30)芳基(C1-C30)烷基、(C1-C30)烷基(C6-C30)芳基、羧基、硝基、及羥基。
本發明之有機電場發光裝置在主體與摻雜劑間具有有效之能量傳輸,因此可基於改善之電子密度分佈之功效,達到高效能發光。再者,該裝置可克服傳統材料中所發現之缺點,諸如較低之起始效率、短操作壽命等,
該裝置對於各種色彩可達到高發光效率及長操作壽命。
式2之Ar1可選自由下列結構所組成群組,但不限於此:
其中,A表示氘、鹵素、(C1-C30)烷基、鹵素(C1-C30)烷基、(C6-C30)芳基、3-至30-員雜芳基、經(C6-C30)芳基取代之3-至30-員雜芳基、經3-至30-員雜芳基取代之(C6-C30)芳基、(C3-C30)環烷基、5-至7-員雜環烷基、三(C1-C30)烷基矽烷基、三(C6-C30)芳基矽烷基、二(C1-C30)烷基(C6-C30)芳基矽烷基、(C1-C30)烷基二(C6-C30)芳基矽烷基、(C2-C30)烯基、(C2-C30)炔基、氰基、N-咔唑基、二(C1-C30)烷基胺基、二(C6-C30)芳基胺基、(C1-C30)烷基(C6-C30)芳基胺基、二(C6-C30)芳基硼羰基、二(C1-C30)烷基硼羰基、(C1-C30)烷基(C6-C30)芳基硼羰基、(C6-C30)芳基(C1-C30)烷基、(C1-C30)烷基(C6-C30)芳基、羧基、硝基、及羥基;以及
m表示0至4之整數。
式1之主體化合物可由下列所示化合物具體例示,但不限於此:
再者,式2之摻雜劑化合物可由下列所示化合物具體例示,但不限於此:
於本發明之發射光之發光層中,其可為單層或由兩層或多層層壓(laminate)而成的多層。當本發明有機電場發光裝置中使用主體與摻雜劑之混合物時,基於式1之主體計,式2之摻雜劑的摻雜濃度為1至10 wt%。
本發明之主體化合物與摻雜劑化合物具有高電洞與電子傳導率,及至材料之高穩定性。因此,該等化合物可改善該裝置之發光效率及操作壽命。
本發明之有機電場發光裝置包括式1之主體化合物與式2之摻雜劑化合物,復可包含至少一種選自以芳基胺(arylamine)為基底之化合物及以苯乙烯基胺
(styrylamine)為基底之化合物所組成群組之化合物。該特定的以芳基胺為基底之化合物或以苯乙烯基胺為基底之化合物之具體實例係如韓國專利申請案第10-2008-0060393號(韓國專利申請案公開第10-2010-0000772號)第<212>至<224>段中所揭示者,但不限於該等者。
本發明之有機電場發光裝置於有機層中包括式1所示之主體化合物與式2之摻雜劑化合物;且復包括至少一種選自下列所組成群組之金屬:週期表之第1族金屬、第2族金屬、第4周期與第5周期之過渡金屬、鑭系金屬及d-過渡元素之有機金屬,或至少一種包括上述金屬之錯和物化合物。該有機層可包括發光層及電荷產生層。
此外,該有機層可形成有機電場發光裝置,其除了包括式1之主體化合物與式2之摻雜劑化合物之外,復包括藍光電場發光化合物、紅光電場發光化合物或綠光電場發光化合物而發白光。該等藍光電場發光化合物、綠光電場發光化合物或紅光電場發光化合物係揭示於韓國專利申請案第10-2008-0123276號及第10-2008-0107606號(分別對應於韓國專利申請案公開第10-2010-0064712號及第10-2010-0048447號)或韓國專利申請案公開第10-2010-0059653號,但不限於此。
於本發明之有機電場發光裝置中,較佳地可將至少一層(後文中稱為「表面層」)選自硫屬化合物(chalcogenide)層、金屬鹵化物層及金屬氧化物層之層體設置於一個或兩個電極之一個或多個內表面上。具體而言,
較佳地可將矽或鋁之硫屬化合物(包含氧化物)層設置於電場發光介質層之陽極表面上,且較佳地可將金屬鹵化物層或金屬氧化物層設置於電場發光介質層之陰極表面上。該表面層係提供該有機電場發光裝置操作穩定性。較佳地,該等硫屬化合物包含SiOx(1≦x≦2)、AlOx(1≦x≦1.5)、SiON、SiAlON等;該等金屬鹵化物包含LiF、MgF2、CaF2、稀土金屬氟化物等,及該等金屬氧化物包含Cs2O、Li2O、MgO、SrO、BaO、CaO等。
再者,於本發明之有機電場發光裝置中,可將電子傳輸化合物與還原性摻雜劑之混合區域、或電洞傳輸化合物與氧化性摻雜劑之混合區域設置於電極對之至少一個表面上。藉此,電子傳輸化合物被還原成陰離子,因而比較容易將電子從混合區域注入與傳輸至電場發光介質。此外,電洞傳輸化合物被氧化成陽離子,因而比較容易將電洞混合區域注入與傳輸至電場發光介質。較佳地,氧化性摻雜劑包含各種路易士酸及接受者化合物(acceptor compound),及還原性摻雜劑係包含鹼金屬、鹼金屬化合物、鹼土金屬、稀土金屬、及其混合物。還原性摻雜劑層可作為電荷產生層,以用來製備具有兩層或多層電場發光層且發射白光之有機電場發光裝置。
為了形成構成本發明之有機電場發光裝置之各層,可使用乾式薄膜形成法,如真空蒸發法、濺鍍法、電漿法、離子鍍覆法等,或濕式薄膜形成法,如旋塗法、浸塗法、淋塗法等。
當使用濕式薄膜形成法時,係將組成各層之材料溶解或分散於適當溶劑中,如乙醇、氯仿、四氫呋喃、二烷等。對活劑無特別限製只要該組成各層之材料可溶解或分散於溶劑中且形成層體無問題。
於本文中,將以本發明之代表化合物詳細說明本發明之主體與摻雜劑化合物的製備方法及該裝置之發光性質。
在添加1,4-二溴萘(60.0 g,0.20 mol)、苯基硼酸(30.0 g,0.24 mol)、四(三苯膦)鈀(O)[Pd(PPh3)4](9.6 g,8.3 mmol)、及Na2CO3(66.0 g,0.60 mol)至燒瓶後,將1200 mL甲苯、300mL乙醇(EtOH)、及300mL H2O加至該反應混合物並溶解該等組分。於100℃攪拌該反應混合物12小時。反應後,緩慢加入H2O完成該反應並以乙酸乙酯(EA)萃取該有機層。經MgSO4乾燥該有機層以移除殘餘水分。經管柱分離該有機層而獲得化合物1-1(26 g,產率:43%)。
在添加所得化合物1-1(26.0 g,0.09 mol)、10-苯基蒽-9-基硼酸(30.0 g,0.11 mol)、Pd(PPh3)4(6.3 g,5.51 mmol)、及K2CO3(38.0 g,0.30 mol)至燒瓶後,將280mL甲
苯、140mL EtOH、及140mL H2O加至該反應混合物並溶解該等組分。於120℃攪拌該反應混合物12小時。反應後,緩慢加入H2O完成該反應並以EA萃取該有機層。經MgSO4乾燥該有機層以移除殘餘水分。經管柱分離該有機層而獲得化合物C-1(18 g,產率:42%)。
使用1,4-二溴萘及d5-苯基硼酸並以與化合物1-1之製備之相同合成方法製備化合物2-1。
使用化合物2-1及10-苯基蒽-9-基硼酸酸並以與化合物C-1之製備之相同合成方法製備化合物C-24(5g,產率:52%)。
將1,6-二溴芘(5.0 g,13.8 mmol)、二苯基胺(5.8 g,34.2 mmol)、乙酸鈀(II)[Pd(OAc)2](0.16 g,0.71 mmol)及第三丁醇鈉(NaOtBu)(6.7 g,69.7 mmol)置於於氮氣環境下真空狀態之燒瓶中。將三-第三丁基膦[P(t-Bu)3](1mL,2.0
mmol)及甲苯(80 mL)加入該反應混合物。於迴流下120℃攪拌該反應混合物5小時。完成該反應後,以EA與蒸餾水萃取該有機層。使用EA/甲醇(MeOH)再結晶所得有機層而獲得化合物D-8(2.5 g,9.3 mmol,產率:30%)。
使用1,6-二溴芘及4-(苯基胺)苯甲腈並以與化合物D-8之製備之相同合成方法製備化合物D-9(4g,產率:50%)。
使用6-溴-N,N-二苯基芘-1-胺及N-苯基-4-(三苯基矽烷基)苯胺並以與化合物D-8之製備之相同合成方法製備化合物D-10(5.6g,產率:40%)。
將1,6-二溴芘(13.0 g,0.068 mol)、4-(苯基胺基)苯甲腈(52.0 g,0.144 mol)、Cu(7.6 g,0.12 mol)、Cs2CO3(54.0 g,0.167 mol)及18-冠醚-6(2.1 g,0.008 mol)加至燒瓶並添加300 mL 1,2-二氯苯使之溶解。於迴流下190℃攪拌該反應混合物12小時。反應完成後,使用蒸餾裝置移除1,2-二氯苯,並以EA萃取該有機層。經MgSO4乾燥該有機層以移除殘餘水分。經管柱分離該有機層而獲得化合物6-1(15.5 g,產率:50%)。
在添加化合物6-1(6.0 g,0.012 mol)、3-(9H-咔唑-9-基)苯基硼酸(5.4 g,0.019 mol)、Pd(PPh3)4(732 mg,0.63 mmol)及K2CO3(5.2 g,0.036 mol)至燒瓶後,添加40 mL甲苯、20mL EtOH及20mL H2O至該反應混合物並溶解該等組分。於120℃攪拌該反應混合物7小時。反應後,緩慢加入H2O完成該反應並以EA萃取該有機層。經MgSO4乾燥該有機層以移除殘餘水分。經管柱分離該有機層而獲得化合D-21(4 g,產率:50%)。
使用化合物6-1及9-苯基-9H-咔唑-3-基硼
酸並以與化合物D-21之製備之相同合成方法製備化合物D-25(1.9g,產率:30%)。
將1,6-二溴芘(10.0 g,27.8 mmol)、吲哚啉(indoline)(6.9 mL,61.1 mmol)、乙酸鈀(318 mg,1.4 mmol)、三-第三丁基膦(0.7 mL,2.8 mmol)及碳酸銫(27 g,83.3 mmol)溶解於甲苯。於迴流下120℃攪拌該反應混合物24小時。反應完成後,以EA萃取該有機層並以蒸餾水潤洗。經MgSO4乾燥所得有機層並於減壓下蒸餾。經管柱分離該有機層而獲得化合物D-32(5 g,產率:41%)。
使用6,12-二溴蒯及二苯基胺並以與化合物D-8之製備之相同合成方法製備化合物D-69(3.2g,產率:36%)。
以實施例1至9之相同方法製備有機電場發光裝置之主體化合物編號C-1至C-51與摻雜劑化合物編號D-1至D-77。所製備之化合物的產率(%)、MS/EIMS、UV(nm)
及PL(nm)係提供於下表1:
使用本發明之發光材料製造OLED裝置。使用超音波依序以三氯乙烯、丙酮、乙醇及蒸餾水清洗有機發光二極管(OLED)裝置(Samsung Corning,大韓民國)用之玻璃基板上之透明電極銦錫氧化物(ITO)薄膜(15 Ω/sq),接著儲存於異丙醇中備用。然後,將ITO基板裝配於該真空氣相沉積裝置之基板夾中。將4,4’,4”-參(N,N-(2-萘基)-苯基胺基)三苯基胺導入該真空氣相沉積裝置之一小室中,然後控制該裝置之壓力於10-6托(torr)。接著,對該小室施加電流以蒸發該導入材料,從而於該ITO基板上形成厚度為60 nm之電洞注入層。再來,將N,N’-雙(α-萘基)-N,N’-二苯基-4,4’-二胺導入該真空氣相沉積裝置之另一小室中,並對該小室施加電流進行蒸發,從而於該電洞注入層上形成厚度為20 nm之電洞傳輸層。於形成該電洞注入層及電洞傳輸層後,接著於所形成的層上氣相沉積電場發光層。隨後,將化合物C-1導入該真空氣相沉積裝置之小室中,作為主體材料,並將化合物D-17導入另一小室中作為摻雜劑。以不同速率蒸發及沉積該兩種材料基於主體計為3 wt%摻雜量之摻雜劑,在該電洞傳輸層上形成厚度為30 nm之發光層。隨後,在該發光層上沉積厚度30 nm之參(8-羥基喹啉)鋁(III)作為電子傳輸層。然後,在該電子傳輸層上沉積具有厚度為2 nm之羥基喹啉鋰(lithium quinolate)作為電子注入層後,使用另一真空氣相沉積裝置在該電子注入
層上形成厚度為150 nm之Al陰極。藉此製造出OLED裝置。用於生產該OLED裝置之所有化合物為在使用前以10-6托真空昇華純化者。
所製造之OLED裝置顯示720 cd/m2輝度之藍光及17.2 mA/cm2之電流密度。
除了使用化合物C-45作為主體材料與化合物D-22作為摻雜劑之外,以與裝置實例1相同方法製造OLED裝置。
所製造之OLED裝置顯示420 cd/m2輝度之藍光及11.3 mA/cm2之電流密度。
除了使用化合物C-45作為主體材料與化合物D-23作為摻雜劑之外,以與裝置實例1相同方法製造OLED裝置。
所製造之OLED裝置顯示1370 cd/m2輝度之藍光及25.7 mA/cm2之電流密度。
除了使用化合物C-1作為主體材料與化合物D-26作為摻雜劑之外,以與裝置實例1相同方法製造OLED裝置。
所製造之OLED裝置顯示1340 cd/m2輝度之藍光及35.9 mA/cm2之電流密度。
除了使用化合物C-45作為主體材料與化合物D-27作為摻雜劑之外,以與裝置實例1相同方法製造OLED裝置。
所製造之OLED裝置顯示620 cd/m2輝度之藍光及17.8 mA/cm2之電流密度。
除了使用化合物C-1作為主體材料與化合物D-29作為摻雜劑之外,以與裝置實例1相同方法製造OLED裝置。
所製造之OLED裝置顯示1300 cd/m2輝度之藍光及21.1 mA/cm2之電流密度。
除了使用化合物C-45作為主體材料與化合物D-32作為摻雜劑之外,以與裝置實例1相同方法製造OLED裝置。
所製造之OLED裝置顯示2900 cd/m2輝度之藍光及38.8 mA/cm2之電流密度。
以與裝置實例1相同方法製造電洞注入層與電洞傳輸層後,將二萘基蒽(DNA)導入真空氣相沉積裝置之一小室中作為主體材料,及將化合物D-17導入另一小室中作為摻雜劑。使用100:1的沉積速率於該電洞傳輸層上沉積厚度為30 nm之發光層。然後,以與裝置實例1相同方法將電子傳輸層與電子注入層沉積於該發光層上。藉由另一真空氣相沉積裝置於該電子注入層上沉積厚度為150 nm之Al陰極。藉此製造OLED裝置。
所製造之OLED裝置顯示1330 cd/m2輝度之藍光及54.2 mA/cm2之電流密度。
本發明之摻雜劑化合物與主體化合物之組合物具有優於傳統材料之發光效率。包括本發明之摻雜劑化合物與主體化合物之組合之有機電場發光裝置顯示藍光並具有高電流效率。
Claims (6)
- 一種有機電場發光裝置,包括至少一種下式1所示之主體化合物與至少一種下式2所示之摻雜劑化合物:
- 如申請專利範圍第1項所述之有機電場發光裝置,其中,於式1中,R1至R24各自獨立表示氫、氘、氟、經取代或未經取代之(C1-C10)烷基、經取代或未經取代之(C1-C10)烷氧基、經取代或未經取代之(C6-C15)芳基、或經取代或未經取代之3-至15-員雜芳基、-SiR31R32R33、氰基或羥基;或R20至R24彼此連結而形成經取代或未經取代之單環或多環之3-至30-員脂環或芳香環,該環之一個或多個碳原子可經至少一個選自 氮、氧及硫之雜原子置換,及R31至R33各自獨立表示未經取代之(C1-C10)烷基或未經取代之(C6-C15)芳基;以及於式2中,L表示單鍵或未經取代(C6-C15)芳基,及Ar2及Ar3各自獨立表示經取代或未經取代之(C6-C15)芳基,或者Ar2及Ar3各自獨立與一個或多個相鄰之取代基連結而形成經取代或未經取代之單環或多環之3-至15-員脂環或芳香環,該環之一個或多個碳原子可經至少一個選自氮、氧及硫之雜原子置換。
- 如申請專利範圍第1項所述之有機電場發光裝置,其中,式1及2之R1至R24、R31至R33、L、及Ar1至Ar3基團中之經取代之(C1-C30)烷基、經取代之(C1-C30)烷氧基、經取代之(C6-C30)芳基、經取代之3-至30-員雜芳基、及經取代之單環或多環之3-至30-員脂環或芳香環之取代基係獨立為至少一種選自下列基團所組成群組之取代基:氘、鹵素、(C1-C30)烷基、鹵素(C1-C30)烷基、(C1-C30)烷氧基、(C6-C30)芳基氧基、(C6-C30)芳基、3-至30-員雜芳基、經(C6-C30)芳基取代之3-至30-員雜芳基、經3-至30-員雜芳基取代之(C6-C30)芳基、(C3-C30)環烷基、5-至7-員雜環烷基、三(C1-C30)烷基矽烷基、三(C6-C30)芳基矽烷基、二(C1-C30)烷基(C6-C30)芳基矽烷基、(C1-C30)烷基二(C6-C30)芳基矽烷基、(C2-C30)烯基、(C2-C30)炔基、氰基、(C1-C30)烷基硫基、(C6-C30)芳基硫基、N-咔唑基、單或二(C1-C30)烷基胺基、單或二(C6-C30)芳基胺基、(C1-C30) 烷基(C6-C30)芳基胺基、二(C6-C30)芳基硼羰基、二(C1-C30)烷基硼羰基、(C1-C30)烷基(C6-C30)芳基硼羰基、(C6-C30)芳基(C1-C30)烷基、(C1-C30)烷基(C6-C30)芳基、羧基、硝基、及羥基。
- 如申請專利範圍第1項所述之有機電場發光裝置,其中,Ar1係選自下列結構所組成群組:
- 如申請專利範圍第1項所述之有機電場發光裝置,其中,該主體化合物係選自下列者所組成群組:
- 如申請專利範圍第1項所述之有機電場發光裝置,其 中該摻雜劑化合物係選自下列者所組成群組者:
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